Ionic Liquid Stabilized 2,2,6,6-Tetramethylpiperidine 1-Oxyl Catalysis for Alcohol Oxidation

N-Oxyl reagents, particularly 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO), have been extensively used for alcohol oxidations. While TEMPO-mediated oxidations are kinetically and thermodynamically ...

[1]  K. Nigam,et al.  Clean Catalytic Oxidation for Derivatization of Key Biobased Platform Chemicals: Ethanol, Glycerol, and Hydroxymethyl Furfural , 2019, Industrial & Engineering Chemistry Research.

[2]  Kyoung-Shin Choi,et al.  Stabilities, Regeneration Pathways, and Electrocatalytic Properties of Nitroxyl Radicals for the Electrochemical Oxidation of 5-Hydroxymethylfurfural , 2019, ACS Sustainable Chemistry & Engineering.

[3]  P. Licence,et al.  Tuning the Reactivity of TEMPO during Electrocatalytic Alcohol Oxidations in Room-Temperature Ionic Liquids , 2019, ACS Sustainable Chemistry & Engineering.

[4]  Zhibin Ye,et al.  TEMPO in Chemical Transformations: From Homogeneous to Heterogeneous , 2019, ACS Catalysis.

[5]  Amin Talebian-Kiakalaieh,et al.  Oxidation of bio-renewable glycerol to value-added chemicals through catalytic and electro-chemical processes , 2018, Applied Energy.

[6]  H. Tüysüz,et al.  Recent Advances in Thermo-, Photo-, and Electrocatalytic Glycerol Oxidation , 2018, ACS Catalysis.

[7]  M. Rafiee,et al.  Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions. , 2018, Chemical reviews.

[8]  W. Bailey,et al.  Enhancement of the Oxidizing Power of an Oxoammonium Salt by Electronic Modification of a Distal Group. , 2017, The Journal of organic chemistry.

[9]  S. Stahl,et al.  Noncovalent Immobilization of Molecular Electrocatalysts for Chemical Synthesis: Efficient Electrochemical Alcohol Oxidation with a Pyrene-TEMPO Conjugate. , 2017, Angewandte Chemie.

[10]  S. Stahl,et al.  Cooperative electrocatalytic alcohol oxidation with electron-proton-transfer mediators , 2016, Nature.

[11]  Katsuyo Thornton,et al.  Electrochemical Stability Window of Imidazolium-Based Ionic Liquids as Electrolytes for Lithium Batteries. , 2016, The journal of physical chemistry. B.

[12]  A. Datye,et al.  Influence of Dioxygen on the Promotional Effect of Bi during Pt-Catalyzed Oxidation of 1,6-Hexanediol , 2016 .

[13]  Y. Elabd,et al.  Alkaline Chemical Stability and Ion Transport in Polymerized Ionic Liquids with Various Backbones and Cations , 2016 .

[14]  W. Bailey,et al.  Metal-Free Oxidation of Primary Amines to Nitriles through Coupled Catalytic Cycles. , 2016, Chemistry.

[15]  Ivana Matanovic,et al.  Predicting Electrocatalytic Properties: Modeling Structure-Activity Relationships of Nitroxyl Radicals. , 2015, Journal of the American Chemical Society.

[16]  Y. Elabd,et al.  Alkaline Chemical Stability of Polymerized Ionic Liquids with Various Cations , 2015 .

[17]  N. Leadbeater,et al.  Toward a Unified Mechanism for Oxoammonium Salt-Mediated Oxidation Reactions: A Theoretical and Experimental Study Using a Hydride Transfer Model. , 2015, The Journal of organic chemistry.

[18]  C. Stevens,et al.  Ionic liquid thermal stabilities: decomposition mechanisms and analysis tools. , 2013, Chemical Society reviews.

[19]  F. Giacalone,et al.  A Liquid–Liquid Biphasic Homogeneous Organocatalytic Aldol Protocol Based on the Use of a Silica Gel Bound Multilayered Ionic Liquid Phase , 2012 .

[20]  P. Pescarmona,et al.  Multilayered supported ionic liquids as catalysts for chemical fixation of carbon dioxide: a high-throughput study in supercritical conditions. , 2011, ChemSusChem.

[21]  P. Licence,et al.  Iodide/triiodide electrochemistry in ionic liquids: Effect of viscosity on mass transport, voltammetry and scanning electrochemical microscopy , 2011 .

[22]  Y. Elabd,et al.  Relative Chemical Stability of Imidazolium-Based Alkaline Anion Exchange Polymerized Ionic Liquids , 2011 .

[23]  A. Salvo,et al.  Multi-Layered, Covalently Supported Ionic Liquid Phase (mlc-SILP) as Highly Cross-Linked Support for Recyclable Palladium Catalysts for the Suzuki Reaction in Aqueous Medium , 2011 .

[24]  Chenjie Zhu,et al.  Clean and selective oxidation of alcohols with n-Bu4NHSO5 catalyzed by ionic liquid immobilized TEMPO in ionic liquid [bmim][PF6] , 2010 .

[25]  C. Brückner,et al.  Oxoammonium‐ and Nitroxide‐Catalyzed Oxidations of Alcohols , 2010 .

[26]  M. Pagliaro,et al.  Industrial Oxidations with Organocatalyst TEMPO and Its Derivatives , 2010 .

[27]  Luís M. N. B. F. Santos,et al.  Mutual solubilities of water and the [C(n)mim][Tf(2)N] hydrophobic ionic liquids. , 2008, The journal of physical chemistry. B.

[28]  W. Bailey,et al.  Mechanism of the oxidation of alcohols by oxoammonium cations. , 2007, The Journal of organic chemistry.

[29]  R. Braslau,et al.  Nitroxide decomposition: Implications toward nitroxide design for applications in living free-radical polymerization , 2006 .

[30]  S. Ababou‐Girard,et al.  Covalent attachment of TEMPO onto a graphite felt electrode and application in electrocatalysis , 2005 .

[31]  A. Ragauskas,et al.  Copper(II)-catalyzed aerobic oxidation of primary alcohols to aldehydes in ionic liquid [bmpy]PF6. , 2005, Organic letters.

[32]  A. Ragauskas,et al.  TEMPO-catalyzed oxidation of benzylic alcohols to aldehydes with the H2O2/HBr/ionic liquid [bmim]PF6 system , 2005 .

[33]  M. Ding,et al.  TEMPO-Derived Task-Specific Ionic Liquids for Oxidation of Alcohols , 2005 .

[34]  Erlei Jin,et al.  Clean and highly selective oxidation of alcohols in an ionic liquid by using an ion-supported hypervalent iodine(III) reagent. , 2005, Angewandte Chemie.

[35]  M. Kuroboshi,et al.  N-oxyl-mediated electrooxidation in ionic liquid. A prominent approach to totally closed system , 2004 .

[36]  P. Anelli,et al.  A General Synthetic Method for the Oxidation of Primary Alcohols to Aldehydes: (S)‐(+)‐2‐Methylbutanal , 2003 .

[37]  Bolm,et al.  Catalytic synthesis of aldehydes and ketones under mild conditions using TEMPO/Oxone , 2000, Organic letters.

[38]  S. Rychnovsky,et al.  TEMPO-Catalyzed Oxidations of Alcohols Using m-CPBA: The Role of Halide Ions. , 1999, The Journal of organic chemistry.

[39]  M. Sevilla,et al.  Electrochemistry and spectroelectrochemistry of nitroxyl free radicals , 1988 .

[40]  D. Cortes,et al.  Nitroxyl-mediated electrooxidation of alcohols to aldehydes and ketones , 1983 .

[41]  C. A. Martins,et al.  Alternative Uses for Biodiesel Byproduct: Glycerol as Source of Energy and High Valuable Chemicals , 2018 .

[42]  Xinquan Hu,et al.  TEMPO‐tert‐Butyl Nitrite: An Efficient Catalytic System for Aerobic Oxidation of Alcohols , 2009 .

[43]  C. P. Mehnert.  Supported ionic liquid catalysis. , 2004, Chemistry.