Comparison of the Thermal Stabilities of Diazonium Salts and Their Corresponding Triazenes

A range of diazonium salts and their corresponding triazenes have been prepared in order to directly compare their relative thermal stabilities (via initial decomposition temperature) from differen...

[1]  J. Hallett,et al.  Thermal Stability and Explosive Hazard Assessment of Diazo Compounds and Diazo Transfer Reagents , 2019, Organic process research & development.

[2]  L. Leist,et al.  A machine-assisted approach for the preparation of follow-on pharmaceutical compound libraries , 2018 .

[3]  J. Platts,et al.  From Ligand to Phosphor: Rapid, Machine-Assisted Synthesis of Substituted Iridium(III) Pyrazolate Complexes with Tuneable Luminescence. , 2017, Chemistry.

[4]  S V Ley,et al.  Taming hazardous chemistry by continuous flow technology. , 2016, Chemical Society reviews.

[5]  D. Browne,et al.  Protected Diazonium Salts: A Continuous-Flow Preparation of Triazenes Including the Anticancer Compounds Dacarbazine and Mitozolomide , 2016, Journal of Flow Chemistry.

[6]  Vivek V. Ranade,et al.  Selectivity engineering of the diazotization reaction in a continuous flow reactor , 2016 .

[7]  D. Frurip,et al.  Reactive chemical hazards of diazonium salts , 2015 .

[8]  N. Oger,et al.  Handling diazonium salts in flow for organic and material chemistry , 2015 .

[9]  A. Maguire,et al.  Taming hazardous chemistry in flow: the continuous processing of diazo and diazonium compounds. , 2015, Chemistry.

[10]  N. Oger,et al.  Using Aryl Diazonium Salts in Palladium-Catalyzed Reactions under Safer Conditions , 2014 .

[11]  A. Hajipour,et al.  Synthesis of triazenes by using aryl diazonium silica sulfates under mild conditions , 2014 .

[12]  Guangbin Dong,et al.  Recent applications of arene diazonium salts in organic synthesis. , 2013, Organic & biomolecular chemistry.

[13]  S. Bräse,et al.  Synthesis of aryl fluorides on a solid support and in solution by utilizing a fluorinated solvent. , 2010, Angewandte Chemie.

[14]  A. F. Hegarty Kinetics and mechanisms of reactions involving diazonium and diazo groups , 2010 .

[15]  Hyunuk Kim,et al.  Unusually stable, versatile, and pure arenediazonium tosylates: their preparation, structures, and synthetic applicability. , 2008, Organic letters.

[16]  J. Tour,et al.  Triazenes as a Stable Diazonium Source for Use in Functionalizing Carbon Nanotubes in Aqueous Suspensions , 2006 .

[17]  J. Tour,et al.  Molecular Grafting to Silicon Surfaces in Air Using Organic Triazenes as Stable Diazonium Sources and HF as a Constant Hydride-Passivation Source , 2005 .

[18]  S. Bräse The virtue of the multifunctional triazene linkers in the efficient solid-phase synthesis of heterocycle libraries. , 2004, Accounts of chemical research.

[19]  S. Bräse,et al.  Synthesis of Aryl Azides via Post-Cleavage Modification of Polymer-Bound Triazenes , 2004 .

[20]  L. Friedman,et al.  Benzenediazonium‐2‐Carboxylate and Biphenylene , 2003 .

[21]  R. Lazny,et al.  Application of Triazenes for Protection of Secondary Amines. , 2001 .

[22]  S. Bräse,et al.  Solid-phase synthesis of urea and amide libraries using the T2 triazene linker. , 2000, Journal of combinatorial chemistry.

[23]  Brase,et al.  Traceless linkers--only disappearing links in solid-phase organic synthesis? , 2000, Chemistry.

[24]  D. Enders,et al.  Triazenes: A Useful Protecting Strategy for Sensitive Secondary Amines , 1999 .

[25]  S. Bräse,et al.  Efficient cleavage-cross-coupling strategy for solid-phase synthesis-a modular building system for combinatorial chemistry. , 1999, Angewandte Chemie.

[26]  D. Enders,et al.  Triazenes as robust and simple linkers for amines in solid-phase organic synthesis , 1999 .

[27]  D. Enders,et al.  A Surprising Solid-Phase Effect: Development of a Recyclable "Traceless" Linker System for Reactions on Solid Support. , 1998, Angewandte Chemie.

[28]  M. Crisma,et al.  New Dry Arenediazonium Salts, Stabilized to an Exceptionally High Degree by the Anion of o-Benzenedisulfonimide , 1998 .

[29]  I. Pottie,et al.  1,2-Bis(1-aryl-3-alkyltriazen-3-yl)ethanes and related compounds , 1998 .

[30]  J. Tour,et al.  Rapid Solution and Solid Phase Syntheses of Oligo(1,4-phenylene ethynylene)s with Thioester Termini: Molecular Scale Wires with Alligator Clips. Derivation of Iterative Reaction Efficiencies on a Polymer Support , 1997 .

[31]  S. Bhattacharyya,et al.  Probing the effect of gegenions in Heck reactions of arenediazonium salts: Arenediazonium perchlorates and fluorides as new Heck-substrates , 1997 .

[32]  Jeffrey S. Moore,et al.  Solid-Phase Synthesis of Phenylacetylene Oligomers Utilizing a Novel 3-Propyl-3-(benzyl-supported) Triazene Linkage. , 1996, The Journal of organic chemistry.

[33]  S. Sengupta,et al.  Heck Reaction of 1-Aryltriazenes , 1995 .

[34]  A. Wokaun,et al.  NMR studies of hindered rotation and thermal decomposition of novel 1‐aryl‐3,3‐dialkyltriazenes , 1992 .

[35]  Dermot A. O'sullivan,et al.  U.K. drive launched to polish chemistry image , 1988 .

[36]  M. Nguyen,et al.  Triazene: An ab initio Molecular‐Orbital Study of Structure, Properties, and Hydrogen‐Transfer Reaction Pathways , 1986 .

[37]  N. Foster,et al.  Dynamic 13C NMR: A study of aryl‐substituted 1‐phenyl‐3,3‐tetramethylenetriazenes , 1985 .

[38]  C. Michejda,et al.  Preparation of trialkyltriazenes. A comparison of the nitrogen-nitrogen bond rotation in trialkyltriazenes and aryldialkyltriazenes by variable temperature carbon-13 NMR , 1980 .

[39]  D. Wulfman SYNTHETIC APPLICATIONS OF DIAZONIUM IONS , 2010 .

[40]  E. Foresti,et al.  Conformational studies by dynamic nuclear magnetic resonance. Part X. Stereodynamics and conformations of hindered triazenes , 1978 .

[41]  P. Pregosin,et al.  A 13C‐ and 15N‐NMR. Study of Some 1‐Aryl‐3, 3‐dimethyl Triazene Derivatives , 1976 .

[42]  L. Friedman,et al.  Arynes via aprotic diazotization of anthranilic acids , 1969 .

[43]  J. Tufariello,et al.  The generation of benzyne - A warning , 1968 .

[44]  A. Oehlschlager,et al.  NMR study of hindered rotation in 1-aryl-3,3-dimethyltriazenes , 1968 .

[45]  E. Wagener,et al.  Restricted rotation about the N-N single bond Linear correlation of rate with substituent , 1968 .

[46]  L. Friedman,et al.  Benzynes via Aprotic Diazotization of Anthranilic Acids: A Convenient Synthesis of Triptycene and Derivatives , 1963 .

[47]  M. Stiles,et al.  DECOMPOSITION OF BENZENEDIAZONIUM-2-CARBOXYLATE , 1960 .

[48]  G. Schiemann,et al.  Über aromatische Fluorverbindungen, I.: Ein neues Verfahren zu ihrer Darstellung , 1927 .