I. Alabugin

发表

Stereoelectronic Interactions as a Probe for the Existence of the Intramolecular α-Effect.

R. Notario, E. Juaristi, Gabriel dos Passos Gomes, 2017, Journal of the American Chemical Society.

Mapping C-H…M Interactions in Confined spaces: (α-ICyDMe)Au, Ag, Cu Complexes Reveal "Contra-electrostatic H-bonds" Masquerading as Anagostic Interactions.

Yongming Zhang, I. Alabugin, Gabriel Passos Gomes, 2021, Chemistry.

Synthesis of unstrained Criegee intermediates: inverse α-effect and other protective stereoelectronic forces can stop Baeyer–Villiger rearrangement of γ-hydroperoxy-γ-peroxylactones†

A. Terent’ev, I. Alabugin, V. Vil', 2020, Chemical science.

Conformational flexibility of fused tetracenedione propellers obtained from one-pot reductive dimerization of acetylenic quinones.

A. A. Stepanov, N. V. Vasilieva, D. S. Baranov, 2015, The Journal of organic chemistry.

Strain control in nucleophilic cyclizations: reversal of exo-selectivity in cyclizations of hydrazides of acetylenyl carboxylic acids by annealing to a pyrazole scaffold†

I. Alabugin, S. Vasilevsky, B. Gold, 2012 .

Lithium Salt Dissociation in Diblock Copolymer Electrolyte Using Fourier Transform Infrared Spectroscopy

D. Hallinan, I. Alabugin, Leah R. Kuhn, 2020, Frontiers in Energy Research.

Controlled Evolution of the Cope Rearrangement: Transition from Concerted to Interrupted and Aborted Pericyclic Reactions Regulated by a Switch Built from an Intramolecular Frustrated Lewis Pair.

I. Alabugin, Dinesh V. Vidhani, 2019, The Journal of organic chemistry.

Stereoelectronic Chameleons: The Donor-Acceptor Dichotomy of Functional Groups.

Gabriel dos Passos Gomes, I. Alabugin, S. Vatsadze, 2017, Chemistry.

Gold(I)-Catalyzed Allenyl Cope Rearrangement: Evolution from Asynchronicity to Trappable Intermediates Assisted by Stereoelectronic Switching.

I. Alabugin, M. E. Krafft, Dinesh V. Vidhani, 2016, Journal of the American Chemical Society.

Alkynes as Synthetic Equivalents of Ketones and Aldehydes: A Hidden Entry into Carbonyl Chemistry

A. A. Stepanov, I. Alabugin, S. Vasilevsky, 2019, Molecules.

Orbital hybridization: a key electronic factor in control of structure and reactivity

Gabriel dos Passos Gomes, I. Alabugin, Stefan Bresch, 2015 .

[1,5]-Sigmatropic Shifts Regulated by Built-in Frustration.

I. Alabugin, Dinesh V. Vidhani, Jared R Gillett, 2020, The journal of physical chemistry. A.

Testing the limits of radical-anionic CH-amination: a 10-million-fold decrease in basicity opens a new path to hydroxyisoindolines via a mixed C–N/C–O-forming cascade†

Gabriel dos Passos Gomes, I. Alabugin, Quintin Elliott, 2020, Chemical science.

Electrochemical behavior of N‐oxyphthalimides: Cascades initiating self‐sustaining catalytic reductive N―O bond cleavage

M. Syroeshkin, A. Terent’ev, I. Alabugin, 2017 .

Coupling Radical Homoallylic Expansions with C-C Fragmentations for the Synthesis of Heteroaromatics: Quinolines from Reactions of o-Alkenylarylisonitriles with Aryl, Alkyl, and Perfluoroalkyl Radicals.

Gabriel dos Passos Gomes, I. Alabugin, C. Evoniuk, 2017, The Journal of organic chemistry.

Reinvestigation of "Single-crystal X-ray structure of 1,3-dimethylcyclobutadiene".

M. Shatruk, I. Alabugin, 2013, Chemistry.

Remote Stereoelectronic Effects in Pyrrolidone- and Caprolactam-Substituted Phenols: Discrepancies in Antioxidant Properties Evaluated by Electrochemical Oxidation and H-Atom Transfer Reactivity.

M. Syroeshkin, Evgeniya A. Saverina, M. Egorov, 2022, The Journal of organic chemistry.

Stereoelectronic Interactions in Cyclohexane, 1,3-Dioxane, 1,3-Oxathiane, and 1,3-Dithiane: W-Effect, σC-X ↔ σ*C-H Interactions, Anomeric EffectWhat Is Really Important?

I. Alabugin, 2000 .

Divergent cyclizations of 1-R-ethynyl-9,10-anthraquinones: use of thiourea as a "S2-" equivalent in an "anchor-relay" addition mediated by formal C-H activation.

D. S. Baranov, I. Alabugin, S. Vasilevsky, 2013, The Journal of organic chemistry.

Stereoelectronic power of oxygen in control of chemical reactivity: the anomeric effect is not alone.

M. G. Medvedev, M. Zolfigol, Meysam Yarie, 2021, Chemical Society reviews.

Combining ligand design with photoligation to provide compact, colloidally stable, and easy to conjugate quantum dots.

H. Mattoussi, Naiqian Zhan, H. Grisé, 2013, ACS applied materials & interfaces.

Cycloaromatization reactions

I. Alabugin, Adam Campbell, P. W. Peterson, 2021, Aromaticity.

Orbital Crossings Activated through Electron Injection: Opening Communication between Orthogonal Orbitals in Anionic C1-C5 Cyclizations of Enediynes.

K. Kovnir, Boris Breiner, M. Manoharan, 2016, Journal of the American Chemical Society.

Concerted reactions that produce diradicals and zwitterions: electronic, steric, conformational, and kinetic control of cycloaromatization processes.

I. Alabugin, P. W. Peterson, R. K. Mohamed, 2013, Chemical reviews.

"Stereoelectronic umpolung": converting a p-donor into a σ-acceptor via electron injection and a conformational change.

I. Alabugin, P. W. Peterson, N. Shevchenko, 2013, Organic letters.

"Two functional groups in one package": using both alkyne π-bonds in cascade transformations.

I. Alabugin, B. Gold, Brian Gold, 2013, The Journal of organic chemistry.

Conformationally gated fragmentations and rearrangements promoted by interception of the Bergman cyclization through intramolecular H-abstraction: a possible mechanism of auto-resistance to natural enediyne antibiotics?

I. Alabugin, Abdulkader Baroudi, Justin L. P. Mauldin, 2010, Journal of the American Chemical Society.

Photochemical Bergman Cyclization and Related Photoreactions of Enediynes

I. Alabugin, Wang Yang, R. Pal, 2012 .

Cycloaromatization reactions: the testing ground for theory and experiment

Boris Breiner, M. Manoharan, I. Alabugin, 2007 .

12. Probing Stereoelectronic Effects with Spectroscopic Methods

I. Alabugin, 2016 .

Alkynes as Linchpins for the Additive Annulation of Biphenyls: Convergent Construction of Functionalized Fused Helicenes.

Sayantan Mondal, M. Shatruk, I. Alabugin, 2016, Angewandte Chemie.

Aromatic transition states in nonpericyclic reactions: anionic 5-endo cyclizations are aborted sigmatropic shifts.

M. Manoharan, I. Alabugin, K. Gilmore, 2012, Journal of the American Chemical Society.

Antiaromaticity Gain Activates Tropone and Nonbenzenoid Aromatics as Normal-Electron-Demand Diels-Alder Dienes.

I. Alabugin, J. Wu, L. Karas, 2020, Organic letters.

Cascade Transformations of 1-R-Ethynyl-9,10-anthraquinones with Amidines: Expanding Access to Isoaporphinoid Alkaloids

I. Alabugin, D. Baev, I. Sorokina, 2021, Molecules.

Stereoelectronic Effects and General Trends in Hyperconjugative Acceptor Ability of σ Bonds

I. Alabugin, T. Zeidan, Tarek A. Zeidan, 2002 .

Effect of Double-Hyperconjugation on the Apparent Donor Ability of σ-Bonds: Insights from the Relative Stability of δ-Substituted Cyclohexyl Cations

M. Manoharan, I. Alabugin, 2004 .

Electronic basis of improper hydrogen bonding: a subtle balance of hyperconjugation and rehybridization.

F. Weinhold, M. Manoharan, I. Alabugin, 2003, Journal of the American Chemical Society.

Double C-H amination by consecutive SET oxidations.

Kenneth Hanson, I. Alabugin, S. Hill, 2016, Chemical communications.

Opening Enediyne Scissors Wider: pH‐Dependent DNA Photocleavage by meta‐Diyne Lysine Conjugates

Kemal Kaya, I. Alabugin, Madeleine Johnson, 2015, Photochemistry and photobiology.

Hybrids of amino acids and acetylenic DNA-photocleavers: optimising efficiency and selectivity for cancer phototherapy.

Boris Breiner, Kemal Kaya, I. Alabugin, 2012, Organic & biomolecular chemistry.

Engineering pH-gated transitions for selective and efficient double-strand DNA photocleavage in hypoxic tumors.

I. Alabugin, Saumya Roy, Zachary D. Rengert, 2011, Journal of medicinal chemistry.

Overriding the alkynophilicity of gold: catalytic pathways from higher energy Au(I)-substrate complexes and reactant deactivation via unproductive complexation in the gold(I)-catalyzed propargyl Claisen rearrangement.

I. Alabugin, M. E. Krafft, John W. Cran, 2013, Organic & biomolecular chemistry.

Regioselective One-Pot Synthesis of Triptycenes via Triple-Cycloadditions of Arynes to Ynolates.

M. Shindo, Kenji Matsumoto, Gabriel dos Passos Gomes, 2017, Angewandte Chemie.

Rh(I)-catalyzed transformation of propargyl vinyl ethers into (E,Z)-dienals: stereoelectronic role of trans effect in a metal-mediated pericyclic process and a shift from homogeneous to heterogeneous catalysis during a one-pot reaction.

I. Alabugin, M. E. Krafft, Dinesh V. Vidhani, 2014, The Journal of organic chemistry.

Dissecting alkynes: full cleavage of polarized C≡C moiety via sequential bis-Michael addition/retro-Mannich cascade.

I. Alabugin, G. Tolstikov, M. Davydova, 2011, The Journal of organic chemistry.

Mapping C-H…M Interactions in Confined spaces: (α-ICyDMe)Au, Ag, Cu Complexes Reveal "Contra-electrostatic H-bonds" Masquerading as Anagostic Interactions.

Yongming Zhang, I. Alabugin, Gabriel Passos Gomes, 2020, Chemistry.

CO2 or SO2: Should It Stay, or Should It Go?

Gabriel dos Passos Gomes, I. Alabugin, B. König, 2018, The Journal of organic chemistry.

Hyperconjugation

Gabriel dos Passos Gomes, I. Alabugin, M. Abdo, 2018, WIREs Computational Molecular Science.

Alkenes as alkyne equivalents in radical cascades terminated by fragmentations: overcoming stereoelectronic restrictions on ring expansions for the preparation of expanded polyaromatics.

Sayantan Mondal, Tanmay Banerjee, I. Alabugin, 2015, Journal of the American Chemical Society.

Alkynyl crown ethers as a scaffold for hyperconjugative assistance in noncatalyzed azide-alkyne click reactions: ion sensing through enhanced transition-state stabilization.

I. Alabugin, Paratchata Batsomboon, G. Dudley, 2014, The Journal of organic chemistry.

Efficient synthesis of the first betulonic acid-acetylene hybrids and their hepatoprotective and anti-inflammatory activity.

I. Alabugin, G. Tolstikov, D. Baev, 2009, Bioorganic & medicinal chemistry.

Peroxycarbenium ions as the "gatekeepers" in reaction design: assistance from inverse alpha-effect in three-component β-alkoxy-β-peroxylactones synthesis.

A. Terent’ev, I. Alabugin, V. Vil', 2019, Chemistry.

Five Roads That Converge at the Cyclic Peroxy-Criegee Intermediates: BF3-Catalyzed Synthesis of β-Hydroperoxy-β-peroxylactones.

Gabriel dos Passos Gomes, M. Syroeshkin, K. Lyssenko, 2018, The Journal of organic chemistry.

Rapid access to new bioconjugates of betulonic acid via click chemistry.

I. Alabugin, G. Tolstikov, D. Baev, 2011, Bioorganic & medicinal chemistry letters.

Strain and stereoelectronics in cycloalkyne click chemistry

I. Alabugin, T. Harris, 2019, Mendeleev Communications.

Strain-promoted azide-alkyne cycloadditions of benzocyclononynes.

I. Alabugin, R. Clark, Paratchata Batsomboon, 2012, The Journal of organic chemistry.

Organocatalyzed synthesis of fluorinated poly(aryl thioethers)

Nathaniel H. Park, Gabriel dos Passos Gomes, J. Hedrick, 2017, Nature Communications.

Lysine-enediyne conjugates as photochemically triggered DNA double-strand cleavage agents.

S. V. Kovalenko, I. Alabugin, S. Kovalenko, 2005, Chemical communications.

Twisted Cycloalkynes and Remote Activation of “Click” Reactivity

Gabriel dos Passos Gomes, I. Alabugin, R. Clark, 2017 .

Interrupted Baeyer-Villiger Rearrangement: Building A Stereoelectronic Trap for the Criegee Intermediate.

K. Lyssenko, Gabriel dos Passos Gomes, A. Terent’ev, 2018, Angewandte Chemie.

Triplet acetylenes as synthetic equivalents of 1,2-bicarbenes, part II: new supramolecular scaffolds from photochemical cycloaddition of diarylacetylenes to 1,4-cyclohexadienes.

S. V. Kovalenko, I. Ghiviriga, I. Alabugin, 2005, Chemistry.

C1-c5 photochemical cyclization of enediynes.

S. V. Kovalenko, I. Alabugin, S. Kovalenko, 2002, Journal of the American Chemical Society.

Localized Antiaromaticity Hotspot Drives Reductive Dehydrogenative Cyclizations in Bis- and Mono-Helicenes.

Zheng Zhou, Zheng Wei, M. Petrukhina, 2022, Journal of the American Chemical Society.

Oxidized Derivatives of n-Hexane from a Water/Argon Continuous Flow Electrical Discharge Plasma Reactor

B. Locke, I. Alabugin, Stefan Bresch, 2016, Plasma Chemistry and Plasma Processing.

Phosphorylated allenes: structure and interaction with electrophiles

I. Alabugin, V. Brel, 1997 .

Activation of O-Electrophiles via Structural and Solvent Effects: SN2@O Reaction of Cyclic Diacyl Peroxides with Enol Acetates.

A. Terent’ev, I. Alabugin, V. Vil', 2022, The Journal of organic chemistry.

Cascade Assembly of Bridged N-Substituted Azaozonides: The Counterintuitive Role of Nitrogen Source Nucleophilicity.

A. Terent’ev, I. Alabugin, R. Novikov, 2022, Organic letters.

Negative Charge as a Lens for Concentrating Antiaromaticity: Using a Pentagonal “Defect” and Helicene Strain for Cyclizations

M. Shatruk, Zheng Zhou, Zheng Wei, 2019, Angewandte Chemie International Edition.

Negative Charge as a Lens for Concentrating Antiaromaticity: Using a Pentagonal “Defect” and Helicene Strain for Cyclizations

M. Shatruk, Zheng Zhou, Zheng Wei, 2019, Angewandte Chemie.

Oxidative Photocyclization of Aromatic Schiff Bases in Synthesis of Phenanthridines and Other Aza-PAHs †

J. Sýkora, I. Císařová, M. Kos, 2020, International journal of molecular sciences.

Intracellular DNA Damage by Lysine-Acetylene Conjugates

Q. Sang, I. Alabugin, Wang-Yong Yang, 2010, Journal of nucleic acids.

Formation of Alcohols and Carbonyl Compounds From Hexane and Cyclohexane With Water in a Liquid Film Plasma Reactor

B. Locke, I. Alabugin, Stefan Bresch, 2014, IEEE Transactions on Plasma Science.

A CO2 Cloak for the Cyanide Dagger

I. Alabugin, R. K. Mohamed, 2014, Science.

Radical O→C transposition: a metal-free process for conversion of phenols into benzoates and benzamides.

I. Alabugin, Abdulkader Baroudi, J. Kirincich, 2011, The Journal of organic chemistry.

Metal-free transformation of phenols into substituted benzamides: a highly selective radical 1,2-O→C transposition in O-aryl-N-phenylthiocarbamates.

I. Alabugin, Abdulkader Baroudi, Phillip Flack, 2010, Chemistry.

Twofold π-Extension of Polyarenes via Double and Triple Radical Alkyne peri-Annulations: Radical Cascades Converging on the Same Aromatic Core.

Gabriel dos Passos Gomes, I. Alabugin, Kenneth Hanson, 2020, Journal of the American Chemical Society.

Substituted anilines: The tug-of-war between pyramidalization and resonance inside and outside of crystal cavities

M. Manoharan, I. Alabugin, R. Clark, 2007 .

Mapping the coordination space for C−H•••M interactions in confined spaces: (α-ICyDᴹᵉ)Au, Ag, Cu complexes reveal “contra-electrostatic H-bonds” masquerading as anagostic interactions

Yongming Zhang, Gabriel dos Passos Gomes, I. Alabugin, 2020 .

Photoredox-Initiated Radical Cascades Enabling Collective Synthesis of 33 Natural Products

I. Alabugin, T. Harris, 2017 .

Design and Synthesis of Kekulè and Non-Kekulè Diradicaloids via the Radical Periannulation Strategy: The Power of Seven Clar's Sextets.

Run R. Li, G. Strouse, M. Shatruk, 2022, Journal of the American Chemical Society.

Formaldehyde-Extruding Homolytic Aromatic Substitution via C→O Transposition: Selective 'Traceless-Linker' access to Congested Biaryl Bonds.

S. Bräse, Gabriel dos Passos Gomes, I. Alabugin, 2017, Chemistry.

Domino Fragmentations in Traceless Directing Groups of Radical Cascades: Evidence for the Formation of Alkoxy Radicals via C-O Scission.

Gabriel dos Passos Gomes, I. Alabugin, R. Clark, 2016, The Journal of organic chemistry.

Coupling cyclizations with fragmentations for the preparation of heteroaromatics: quinolines from o-alkenyl arylisocyanides and boronic acids.

I. Alabugin, C. Evoniuk, Michelle Ly, 2015, Chemical communications.

Rerouting radical cascades: intercepting the homoallyl ring expansion in enyne cyclizations via C-S scission.

Sayantan Mondal, I. Alabugin, B. Gold, 2014, The Journal of organic chemistry.

Exo-dig radical cascades of skipped enediynes: building a naphthalene moiety within a polycyclic framework.

I. Alabugin, Hoa Phan, A. Hughes, 2014, Chemistry.

Urea as an organic solvent and reagent for the addition/cyclization/fragmentation cascades leading to 2-R-7H-dibenzo[de,h]quinolin-7-one analogues of Aporphinoid alkaloids

D. S. Baranov, I. Alabugin, S. Vasilevsky, 2011 .

Radical O→C Transposition: A Metal‐Free Process for Conversion of Phenols into Benzoates and Benzamides.

I. Alabugin, Abdulkader Baroudi, J. Kirincich, 2011 .

Radical 1,2-O-->C transposition for conversion of phenols into benzoates by O-neophyl rearrangement/fragmentation cascade.

I. Alabugin, Abdulkader Baroudi, Jeremiah Alicea, 2010, Chemistry.

An unexpected rearrangement that disassembles alkyne moiety through formal nitrogen atom insertion between two acetylenic carbons and related cascade transformations: new approach to Sampangine derivatives and polycyclic aromatic amides.

D. S. Baranov, I. Alabugin, S. Vasilevsky, 2009, The Journal of organic chemistry.

Radical cascade transformations of tris(o-aryleneethynylenes) into substituted benzo[a]indeno[2,1-c]fluorenes.

S. V. Kovalenko, S. Patil, I. Ghiviriga, 2008, Journal of the American Chemical Society.

In search of efficient 5-endo-dig cyclization of a carbon-centered radical: 40 years from a prediction to another success for the Baldwin rules.

I. Ghiviriga, V. Timokhin, M. Manoharan, 2008, Journal of the American Chemical Society.

Ortho effect in the Bergman cyclization: comparison of experimental approaches and dissection of cycloaromatization kinetics.

S. V. Kovalenko, M. Manoharan, I. Alabugin, 2006, The Journal of organic chemistry.

Ortho effect in the Bergman cyclization: interception of p-benzyne intermediate by intramolecular hydrogen abstraction.

M. Manoharan, I. Alabugin, T. Zeidan, 2006, The Journal of organic chemistry.

Thermodynamic and strain effects in the competition between 5-exo-dig and 6-endo-dig cyclizations of vinyl and aryl radicals.

M. Manoharan, I. Alabugin, 2005, Journal of the American Chemical Society.

Homoanomeric effects in six-membered heterocycles.

M. Manoharan, I. Alabugin, T. Zeidan, 2003, Journal of the American Chemical Society.

Control of kinetics and thermodynamics of [1,5]-shifts by aromaticity: a view through the prism of Marcus theory.

Boris Breiner, M. Manoharan, I. Alabugin, 2003, Journal of the American Chemical Society.

Reactant Destabilization in the Bergman Cyclization and Rational Design of Light- and pH-Activated Enediynes †

M. Manoharan, I. Alabugin, 2003 .

Tuning rate of the bergman cyclization of benzannelated enediynes with ortho substituents.

S. V. Kovalenko, M. Manoharan, I. Alabugin, 2002, Organic letters.

Stereocontrolled synthesis of (E,Z)-dienals via tandem Rh(I)-catalyzed rearrangement of propargyl vinyl ethers.

I. Alabugin, M. E. Krafft, Dinesh V. Vidhani, 2013, Organic letters.

α-Methylstilbene Isomers: Relationship of Structure to Photophysics and Photochemistry.

I. Alabugin, O. Dmitrenko, R. Clark, 2022, The journal of physical chemistry. A.

C-lysine conjugates: pH-controlled light-activated reagents for efficient double-stranded DNA cleavage with implications for cancer therapy.

S. V. Kovalenko, J. Copland, G. Strouse, 2009, Journal of the American Chemical Society.

Cyclizations of alkynes: revisiting Baldwin's rules for ring closure.

I. Alabugin, K. Gilmore, 2011, Chemical reviews.

Fine-tuning alkyne cycloadditions: Insights into photochemistry responsible for the double-strand DNA cleavage via structural perturbations in diaryl alkyne conjugates

I. Alabugin, D. Zorio, Wang-Yong Yang, 2011, Beilstein journal of organic chemistry.

Erratum: Organocatalyzed synthesis of fluorinated poly(aryl thioethers)

Nathaniel H. Park, Gabriel dos Passos Gomes, J. Hedrick, 2017, Nature Communications.

Expanding Stereoelectronic Limits of endo-tet Cyclizations: Synthesis of Benz[b]azepines from Donor-Acceptor Cyclopropanes.

I. Alabugin, O. Ivanova, V. Rybakov, 2021, Journal of the American Chemical Society.

Upconversion of Reductants.

V. A. Timofeeva, M. Syroeshkin, M. Egorov, 2019, Angewandte Chemie.

Changing the path of least resistance, or access to endo-dig products via a sequence of three exo-trig transition states: electronic effects in homoallyic ring expansion cascades of alkenyl isonitriles.

Gabriel dos Passos Gomes, I. Alabugin, C. Evoniuk, 2017, Organic & biomolecular chemistry.

Synthesis of Functionalized Phenanthrenes via Regioselective Oxidative Radical Cyclization.

Gabriel dos Passos Gomes, I. Alabugin, K. Pati, 2015, The Journal of organic chemistry.

Drawing from a pool of radicals for the design of selective enyne cyclizations.

Sayantan Mondal, M. Manoharan, I. Alabugin, 2013, Organic letters.

1,2-Dications in organic main group systems.

I. Alabugin, V. Nenajdenko, E. Balenkova, 2003, Chemical reviews.

Anomeric effect, hyperconjugation and electrostatics: lessons from complexity in a classic stereoelectronic phenomenon.

I. Alabugin, Leah R. Kuhn, N. V. Krivoshchapov, 2021, Chemical Society reviews.

The Baldwin rules: revised and extended

I. Alabugin, K. Gilmore, R. K. Mohamed, 2016 .

Impact of Excited-State Antiaromaticity Relief in a Fundamental Benzene Photoreaction Leading to Substituted Bicyclo[3.1.0]hexenes

I. Fdez. Galván, R. Lindh, R. Lewis, 2020, Journal of the American Chemical Society.

Inverse α-Effect as the Ariadne's Thread on the Way to Tricyclic Aminoperoxides: Avoiding Thermodynamic Traps in the Labyrinth of Possibilities.

I. Alabugin, A. Korlyukov, R. Novikov, 2022, Journal of the American Chemical Society.

Marriage of Peroxides and Nitrogen Heterocycles: Selective Three-Component Assembly, Peroxide-Preserving Rearrangement, and Stereoelectronic Source of Unusual Stability of Bridged Azaozonides.

A. Terent’ev, I. Alabugin, A. Korlyukov, 2021, Journal of the American Chemical Society.

Synthesis of selectively deuterated fulvenes and indenes from enediynes.

S. V. Kovalenko, S. Patil, Boris Breiner, 2005, Organic & biomolecular chemistry.

Tuning selectivity of anionic cyclizations: competition between 5-exo and 6-endo-dig closures of hydrazides of o-acetylenyl benzoic acids and based-catalyzed fragmentation/recyclization of the initial 5-exo-dig products.

M. Manoharan, I. Alabugin, V. Mamatyuk, 2009, The Journal of organic chemistry.

Finding the right path: Baldwin "rules for ring closure" and stereoelectronic control of cyclizations.

I. Alabugin, K. Gilmore, 2013, Chemical communications.

Gold(I)-catalyzed Claisen rearrangement of allenyl vinyl ethers: missing transition states revealed through evolution of aromaticity, Au(I) as an oxophilic Lewis acid, and lower energy barriers from a high energy complex.

M. Manoharan, I. Alabugin, M. E. Krafft, 2013, The Journal of organic chemistry.

Stereoelectronic Effects in Action

I. Alabugin, 2016 .

Rules for anionic and radical ring closure of alkynes.

M. Manoharan, I. Alabugin, K. Gilmore, 2011, Journal of the American Chemical Society.

Substituent effects on stereoselectivity of dihalocarbene reactions with cyclohexadiene and on the reactivity of bis-dihalocyclopropanes in electrophilic nitrations en route to pyrimidine N-oxides.

Gabriel dos Passos Gomes, N. S. Zefirov, I. Alabugin, 2017, Organic & biomolecular chemistry.

Oxidative Properties of Triflic Anhydride. Oxidation of Alcohols and Sulfides.

I. Alabugin, V. Nenajdenko, E. Balenkova, 1997, The Journal of organic chemistry.

Protected 32P-labels in deoxyribonucleotides: investigation of sequence selectivity of DNA photocleavage by enediyne-, fulvene-, and acetylene-lysine conjugates.

S. V. Kovalenko, N. L. Greenbaum, Boris Breiner, 2006, Angewandte Chemie.

How to Lose a Bond in Two Ways The Diradical/Zwitterion Dichotomy in Cycloaromatization Reactions

I. Alabugin, P. W. Peterson, R. K. Mohamed, 2013 .

Coupling N-H Deprotonation, C-H Activation, and Oxidation: Metal-Free C(sp3)-H Aminations with Unprotected Anilines.

Gabriel dos Passos Gomes, S. Fujita, Kenneth Hanson, 2017, Journal of the American Chemical Society.

Isonitriles as Stereoelectronic Chameleons: The Donor-Acceptor Dichotomy in Radical Additions.

Gabriel dos Passos Gomes, I. Alabugin, S. Vatsadze, 2018, Journal of the American Chemical Society.

Making endo-cyclizations favorable again: a conceptually new synthetic approach to benzotriazoles via azide group directed lithiation/cyclization of 2-azidoaryl bromides.

G. A. Chesnokov, I. Alabugin, M. Nechaev, 2019, Organic & biomolecular chemistry.

4.1 Strain-Promoted Azide–Alkyne Cycloaddition (SPAAC): Background, Substrate Preparation, and Reactivity

I. Alabugin, T. Harris, 2022, Click Chemistry.

Chameleonic reactivity of vicinal diazonium salt of acetylenyl-9,10-anthraquinones: synthetic application toward two heterocyclic targets.

A. A. Stepanov, L. M. Gornostaev, I. Alabugin, 2011, The Journal of organic chemistry.

Optimizing Amine‐Mediated Alkyne–Allene Isomerization to Improve Benzannulation Cascades: Synergy between Theory and Experiments

Gabriel dos Passos Gomes, I. Alabugin, G. Dudley, 2018, European Journal of Organic Chemistry.

Convenient Ambient Temperature Generation of Sulfonyl Radicals

I. Alabugin, R. Clark, K. Gilmore, 2013 .

Determination of the pKa values of trans-Resveratrol, a Triphenolic Stilbene, by Singular Value Decomposition. Comparison with Theory.

I. Alabugin, L. Zimányi, O. Dmitrenko, 2020, The journal of physical chemistry. A.

The Missing C1-C5 Cycloaromatization Reaction: Triplet State Antiaromaticity Relief and Self-Terminating Photorelease of Formaldehyde for Synthesis of Fulvenes from Enynes.

Sayantan Mondal, H. Ottosson, I. Alabugin, 2015, Journal of the American Chemical Society.

Selective transition state stabilization via hyperconjugative and conjugative assistance: stereoelectronic concept for copper-free click chemistry.

I. Alabugin, G. Dudley, B. Gold, 2012, The Journal of organic chemistry.

Synthesis of Substituted Biaryls through Gold‐Catalyzed Petasis–Ferrier Rearrangement of Propargyl Ethers

I. Alabugin, K. Pati, 2014 .

Combining Traceless Directing Groups with Hybridization Control of Radical Reactivity: From Skipped Enynes to Defect-Free Hexagonal Frameworks.

Gabriel dos Passos Gomes, I. Alabugin, K. Pati, 2016, Angewandte Chemie.

Polyaromatic ribbons from oligo-alkynes via selective radical cascade: stitching aromatic rings with polyacetylene bridges.

Philip M. Byers, I. Alabugin, 2012, Journal of the American Chemical Society.

Oxidative coupling of alkynes mediated by nitroxyl radicals under Sonogashira conditions and Pd-free catalytic approach to stable radicals of 3-imidazoline family with triple bonds

I. Alabugin, S. Vasilevsky, O. L. Krivenko, 2007 .

Stereoelectronic Control in the Ozone-Free Synthesis of Ozonides.

Gabriel dos Passos Gomes, A. Terent’ev, I. Alabugin, 2017, Angewandte Chemie.

Polyaromatic ribbon/benzofuran fusion via consecutive endo cyclizations of enediynes.

Philip M. Byers, I. Alabugin, R. K. Mohamed, 2012, Organic letters.

Dramatic Effects of Crystal Morphology on Solid State Reaction Course;1Control by Crystal Disorder; Mechanistic and Exploratory Organic Photochemistry

Zhaoning Zhu, I. Alabugin, H. Zimmerman, 1999 .

UV and sunlight driven photoligation of quantum dots: understanding the photochemical transformation of the ligands.

H. Mattoussi, P. Dawson, V. Palomo, 2015, Journal of the American Chemical Society.

Comment on “Single-Crystal X-ray Structure of 1,3-Dimethylcyclobutadiene by Confinement in a Crystalline Matrix”

M. Shatruk, K. Kovnir, I. Alabugin, 2010, Science.

Radical-anionic cyclizations of enediynes: remarkable effects of benzannelation and remote substituents on cyclorearomatization reactions.

M. Manoharan, I. Alabugin, 2003, Journal of the American Chemical Society.

Photochemical Bergman Cyclization and Related Reactions

Kemal Kaya, I. Alabugin, R. K. Mohamed, 2015 .

Optimizing Protonation States for Selective Double-Strand DNA Photocleavage in Hypoxic Tumors: pH-Gated Transitions of Lysine Dipeptides.

Kemal Kaya, I. Alabugin, Saumya Roy, 2016, Journal of medicinal chemistry.

Energy distribution and redistribution and chemical reactivity. The generalized delta overlap-density method for ground state and electron transfer reactions: a new quantitative counterpart of electron-pushing.

I. Alabugin, H. Zimmerman, 2001, Journal of the American Chemical Society.

Organocatalytic sulfoxidation

Gabriel dos Passos Gomes, I. Alabugin, Leah R. Kuhn, 2021, Tetrahedron.

Electron upconversion in reactions of 1,2,4-triazoline-3,5-dione

I. V. Krylova, M. Syroeshkin, I. Alabugin, 2022, Russian Chemical Bulletin.

Protected 32P‐Labels in Deoxyribonucleotides: Investigation of Sequence Selectivity of DNA Photocleavage by Enediyne–, Fulvene–, and Acetylene–Lysine Conjugates

S. V. Kovalenko, N. L. Greenbaum, Boris Breiner, 2006 .

DNA damage-site recognition by lysine conjugates

S. V. Kovalenko, N. L. Greenbaum, Boris Breiner, 2007, Proceedings of the National Academy of Sciences.

Synthesis of the first acetylene derivatives of betulonic acid

I. Alabugin, G. Tolstikov, S. F. Vasilevskii, 2009 .

ALKENYLSULFENYLCHLORIDES. II. INTERACTION OF γ,γ-DISUBSTITUTED PHOSPHORUS-CONTAINING ALLENES WITH SULFUR DICHLORIDE

I. Alabugin, V. Brel, 1996 .

Stereoelectronic Effects: A Bridge Between Structure and Reactivity

I. Alabugin, 2016 .

Stereoelectronic source of the anomalous stability of bis-peroxides

Gabriel dos Passos Gomes, A. Terent’ev, I. Alabugin, 2015, Chemical science.

Alkenylsulfenylchlorides : Synthesis and AdE reactions of 2-alkoxy-2-oxo-3-R-4-chlorothio-1,2-oxaphosphol-3-enes

P. Stang, N. Zefirov, I. Alabugin, 1994 .

Rehybridization as a general mechanism for maximizing chemical and supramolecular bonding and a driving force for chemical reactions

Igor V. Alabugin, Mariappan Manoharan, M. Manoharan, 2007, J. Comput. Chem..

Hybridization trends for main group elements and expanding the Bent's rule beyond carbon: more than electronegativity.

M. Manoharan, I. Alabugin, Stefan Bresch, 2014, The journal of physical chemistry. A.

5-Exo-dig radical cyclization of enediynes: the first synthesis of tin-substituted benzofulvenes.

M. Manoharan, I. Alabugin, R. Clark, 2004, Organic letters.

Moderating strain without sacrificing reactivity: design of fast and tunable noncatalyzed alkyne-azide cycloadditions via stereoelectronically controlled transition state stabilization.

I. Alabugin, G. Dudley, B. Gold, 2013, Journal of the American Chemical Society.

Drawing Catalytic Power from Charge Separation: Stereoelectronic and Zwitterionic Assistance in the Au(I)-Catalyzed Bergman Cyclization.

Gabriel dos Passos Gomes, I. Alabugin, 2017, Journal of the American Chemical Society.

Concerted Reactions That Produce Diradicals and Zwitterions: Electronic, Steric, Conformational, and Kinetic Control of Cycloaromatization Processes

I. Alabugin, P. W. Peterson, R. K. Mohamed, 2013 .

Photochemical Activation of Enediyne Warheads: A Potential Tool for Targeted Antitumor Therapy.

I. Alabugin, A. Basak, P. Bhattacharya, 2018, Molecular pharmaceutics.

Design of leaving groups in radical C-C fragmentations: through-bond 2c-3e interactions in self-terminating radical cascades.

Sayantan Mondal, I. Alabugin, B. Gold, 2014, Chemistry.

Two-photon excitation of substituted enediynes.

J. Kauffman, S. Tretiak, Boris Breiner, 2006, The journal of physical chemistry. A.

Unmasking of aminoanthroquinone moiety through a ring opening in the presence of copper salts and a subsequent cross-coupling/recyclization cascade

A. A. Stepanov, L. M. Gornostaev, I. Alabugin, 2007 .

How to Build Rigid Oxygen-Rich Tricyclic Heterocycles from Triketones and Hydrogen Peroxide: Control of Dynamic Covalent Chemistry with Inverse α-Effect.

I. Alabugin, A. Korlyukov, A. I. Ilovaisky, 2020, Journal of the American Chemical Society.

Phenalenannulations: Three‐Point Double Annulation Reactions that Convert Benzenes into Pyrenes

I. Alabugin, Xinsong Lin, R. Kawade, 2020, Angewandte Chemie.

"Phenalenannulations: Three-Point Double Annulation Reactions that Convert Benzenes into Pyrenes".

Kenneth Hanson, I. Alabugin, Xinsong Lin, 2020, Angewandte Chemie.

Experimental and Theoretical Host–Guest Photochemistry; Control of Reactivity with Host Variation and Theoretical Treatment With a Stress Shaped Reaction Cavity; Mechanistic and Exploratory Organic Photochemistry 1,2

I. Alabugin, H. Zimmerman, V. N. Smolenskaya, 2000 .

Photoinduced phase transfer of luminescent quantum dots to polar and aqueous media.

Hedi Mattoussi, Naiqian Zhan, Goutam Palui, 2012, Journal of the American Chemical Society.

Hyperconjugation

I. Alabugin, K. Gilmore, P. W. Peterson, 2022 .

Stalling chromophore synthesis of the fluorescent protein Venus reveals the molecular basis of the final oxidation step†

Gabriel dos Passos Gomes, I. Polyakov, P. Rizkallah, 2021, Chemical science.

Alkyne Origami: Folding Oligoalkynes into Polyaromatics.

Igor V Alabugin, Edgar Gonzalez-Rodriguez, I. Alabugin, 2018, Accounts of chemical research.

Ozone-Free Synthesis of Ozonides: Assembling Bicyclic Structures from 1,5-Diketones and Hydrogen Peroxide.

Gabriel dos Passos Gomes, A. Terent’ev, I. Alabugin, 2018, The Journal of organic chemistry.

Diverse Biological Activity of Benzofuroxan/Sterically Hindered Phenols Hybrids

I. Alabugin, A. Burilov, O. Sinyashin, 2023, Pharmaceuticals.

Blue-Shifted and Red-Shifted Hydrogen Bonds in Hypervalent Rare-Gas FRg-H‚‚‚Y Sandwiches

F. Weinhold, M. Manoharan, I. Alabugin, 2004 .

Carboxylate as a Non-innocent L-Ligand: Computational and Experimental Search for Metal-Bound Carboxylate Radicals.

A. Terent’ev, I. Alabugin, Leah R. Kuhn, 2022, Organic letters.

Single molecule conductance of bipyridyl ethynes: the role of surface binding modes.

K. Velizhanin, I. Alabugin, S. Smirnov, 2010, The journal of physical chemistry. B.

Creating, Preserving, and Directing Carboxylate Radicals in Ni-Catalyzed C(sp3)–H Acyloxylation of Ethers, Ketones, and Alkanes with Diacyl Peroxides

A. Terent’ev, I. Alabugin, Leah R. Kuhn, 2023, Organometallics.

Frontispiece: Stereoelectronic Chameleons: The Donor–Acceptor Dichotomy of Functional Groups

Gabriel dos Passos Gomes, I. Alabugin, S. Vatsadze, 2017 .

Design principles of the use of alkynes in radical cascades

I. Alabugin, Chaowei Hu, J. Mena, 2023, Nature Reviews Chemistry.

Radical Alkyne peri-Annulation Reactions for the Synthesis of Functionalized Phenalenes, Benzanthrenes, and Olympicene.

Gabriel dos Passos Gomes, I. Alabugin, E. González-Rodríguez, 2018, Angewandte Chemie.

Stereoelectronic Influence of a "Spectator" Propargylic Substituent Can Override Aromaticity Effects in Radical Peri-Cyclizations en Route to Expanded Polyaromatics.

Gabriel dos Passos Gomes, I. Alabugin, A. Hughes, 2019, The Journal of organic chemistry.

Stalling chromophore maturation of the fluorescent protein Venus reveals the molecular basis of the final oxidation step

I. Polyakov, P. Rizkallah, D. D. Jones, 2020 .

Triplet acetylenes as synthetic equivalents of 1,2-bicarbenes: phantom n,pi state controls reactivity in triplet photocycloaddition.

I. Ghiviriga, M. Manoharan, I. Alabugin, 2005, Journal of the American Chemical Society.

Full Cleavage of C≡C Bond in Electron-Deficient Alkynes via Reaction with Ethylenediamine

D. S. Baranov, I. Alabugin, M. Davydova, 2017 .

Synthetic and mechanistic aspects of cross-coupling of nitroxyl radicals of 3-imidazoline series with terminal alkynes

I. Alabugin, S. Vasilevsky, O. L. Krivenko, 2008 .

A Swiss Army knife for surface chemistry

I. Alabugin, Chaowei Hu, 2022, Science.

Fused Catechol Ethers from Gold(I)-Catalyzed Intramolecular Reaction of Propargyl Ethers with Acetals.

Gabriel dos Passos Gomes, I. Alabugin, T. Harris, 2016, Organic letters.

Alkenes as alkyne equivalents in radical cascades terminated by fragmentations: overcoming stereoelectronic restrictions on ring expansions for the preparation of expanded polyaromatics.

Sayantan Mondal, Tanmay Banerjee, I. Alabugin, 2015, Journal of the American Chemical Society.

Finding the right path: Baldwin "rules for ring closure" and stereoelectronic control of cyclizations.

I. Alabugin, K. Gilmore, 2013, Chemical communications.

Isonitriles as Stereoelectronic Chameleons: The Donor-Acceptor Dichotomy in Radical Additions.

Gabriel dos Passos Gomes, I. Alabugin, S. Vatsadze, 2018, Journal of the American Chemical Society.

Mapping C − H ××× M interactions in confined spaces: ( a -ICyD Me )Au, Ag, Cu complexes reveal “contra-electrostatic H-bonds” masquerading as anagostic interactions

Yongming Zhang, I. Alabugin, Guang-hai Xu, 2020 .

Photochemical Uncaging of Aldehydes and Ketones via Photocyclization/Fragmentation Cascades of Enyne Alcohols: An Unusual Application for a Cycloaromatization Process

I. Alabugin, Adam Campbell, Nikolas R. Dos Santos, 2023, Molecules.

Cyclizations of alkynes: revisiting Baldwin's rules for ring closure.

I. Alabugin, K. Gilmore, 2011, Chemical reviews.

Alkynyl crown ethers as a scaffold for hyperconjugative assistance in noncatalyzed azide-alkyne click reactions: ion sensing through enhanced transition-state stabilization.

I. Alabugin, Paratchata Batsomboon, G. Dudley, 2014, The Journal of organic chemistry.

Stereocontrolled synthesis of (E,Z)-dienals via tandem Rh(I)-catalyzed rearrangement of propargyl vinyl ethers.

I. Alabugin, Dinesh V. Vidhani, M. Krafft, 2013, Organic letters.

In search of efficient 5-endo-dig cyclization of a carbon-centered radical: 40 years from a prediction to another success for the Baldwin rules.

I. Ghiviriga, V. Timokhin, M. Manoharan, 2008, Journal of the American Chemical Society.

Ortho effect in the Bergman cyclization: electronic and steric effects in hydrogen abstraction by 1-substituted naphthalene 5,8-diradicals.

Frank C. Pickard, G. Shields, Steven Feldgus, 2006, The journal of physical chemistry. A.

5-endo-dig radical cyclizations: "the poor cousins" of the radical cyclizations family.

M. Manoharan, I. Alabugin, 2005, Journal of the American Chemical Society.

Negative charge as a lens for concentrating antiaromatiicty in twisted polyaromatics: taking advantage of a pentagonal "defect" and helicene strain for reductive annulation.

M. Shatruk, Zheng Zhou, Zheng Wei, 2019, Angewandte Chemie.

Traceless directing groups in radical cascades: from oligoalkynes to fused helicenes without tethered initiators.

Tanmay Banerjee, Gabriel dos Passos Gomes, I. Alabugin, 2015, Journal of the American Chemical Society.

Diverting Radical-Anionic C-H Amidation to a C-N/C-O Cascade for the Construction of Hydroxyisoindolines from Unprotected Amides

Gabriel dos Passos Gomes, I. Alabugin, Quintin Elliott, 2019 .

Tethering Three Radical Cascades for Controlled Termination of Radical Alkyne peri-Annulations: Making Phenalenyl Ketones without Oxidants.

I. Alabugin, Leah R. Kuhn, R. Kawade, 2024, Journal of the American Chemical Society.

SO3-Mediated reaction of phenylselenenylamide with 1,2-alkadienylphosphonates

N. Zefirov, I. Alabugin, N. Zyk, 1996 .

Bioinspired Fe(II)‐mediated halogenative C‐C bond activation of ozonides: Temporary installment of a peroxide bridge allows selective C‐C scissions for replacement of a carbonyl group by a halogen

I. Alabugin, I. Yaremenko, Y. Belyakova, 2023, Advanced Synthesis & Catalysis.

Two-Component versus Three-Component Condensations in the Race between Hydrazide, Triketone, and Hydrogen Peroxide-How do All Six Reactive Centers Cooperate to Incorporate the Most Diverse Set of Heteroatomic Bridges in a Tricyclic Frame?

A. Terent’ev, I. Alabugin, I. Yaremenko, 2023, The Journal of organic chemistry.

Stereoelectronic Control in the Ozone-Free Synthesis of Ozonides.

Gabriel dos Passos Gomes, A. Terent’ev, I. Alabugin, 2017, Angewandte Chemie.

Interrupted Dance of Five Heteroatoms: Reinventing Ozonolysis to Make Geminal Alkoxyhydroperoxides from C═N Bonds.

I. Alabugin, I. Yaremenko, N. V. Krivoshchapov, 2024, The Journal of organic chemistry.