NO<i><sub>x</sub></i>Cocatalysts for Aerobic Oxidation Reactions: Application to Alcohol Oxidation

Zultanski, Susan L.; Stahl, Shannon S.

doi:10.1002/9783527690121.ch15

Cited by 3 publications

(2 citation statements)

References 72 publications

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“…In addition, they offer a potentially “greener” approach to achieve selective oxidation reactions on a larger scale. Indeed, the successful implementation of N -oxyl catalyst systems with chemical oxidants in commercial applications, ,,, and direct electrochemical oxidation reactions in industrial settings portend the successful application of electrochemical N -oxyl-catalyzed reactions beyond the lab scale syntheses presented herein.…”

Section: Discussionmentioning

confidence: 99%

Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions

2018

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N-Oxyl compounds represent a diverse group of reagents that find widespread use as catalysts for the selective oxidation of organic molecules in both laboratory and industrial applications. While turnover of N-oxyl catalysts in oxidation reactions may be accomplished with a variety of stoichiometric oxidants, N-oxyl reagents have also been extensively used as catalysts under electrochemical conditions in the absence of chemical oxidants. Several classes of N-oxyl compounds undergo facile redox reactions at electrode surfaces, enabling them to mediate a wide range of electrosynthetic reactions. Electrochemical studies also provide insights into the structural properties and mechanisms of chemical and electrochemical catalysis by N-oxyl compounds. This review provides a comprehensive survey of the electrochemical properties and electrocatalytic applications of aminoxyls, imidoxyls, and related reagents, of which the two prototypical and widely used examples are 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) and phthalimide N-oxyl (PINO).

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Section: Discussionmentioning

confidence: 99%

Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions

2018

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“…[2a,8] Indeed, the oxidation of SO 2 on hematite has been demonstrated to be enhanced by the surrounding nitrate anions [9] and elevated levels of sulfate production were found in coincidence with high nitrate production during haze episodes in China. [10,11] Nitrogen oxides are also directly used as homogenous catalysts, [12] whereas transition metal nitrate or nitrite salts thermally decompose by releasing the catalytically active NO 2 or NO radicals. [13] Notably, the redox properties of nitrogen oxyanions have already been the focus of numerous studies due to their potential as co-catalysts in ligand-assisted reactions.…”

Section: Introductionmentioning

confidence: 99%

Sulfur Dioxide Oxidation by Zinc and Zinc Oxide Nitrate/Nitrite Complexes in the Gas Phase: An Interplay between Redox‐Active Ligands and Metal

Salvitti

Bandeira

Pepi

et al. 2023

Chemistry A European J

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Different oxidative pathways of sulfur dioxide promoted by ZnO(NO 3 ) 2 À , Zn(NO 3 ) 2 À and Zn(NO 2 )(NO 3 ) À are revealed by a joint investigation by mass spectrometry and theoretical calculations. The reactions are triggered by [Zn 2 + -O À * ] + or by the low-valence Zn + through oxygen ion transfer or electron transfer to SO 2 , respectively. The NO x À ligands intervene in the oxidation only when sulfur dioxide is converted to SO 3 À or SO 2 À , leading to the formation of zinc sulfate and zinc sulfite coordinated to nitrate or nitrite anions. Kinetic analyses show that the reactions are fast and efficient, and theory discloses the elementary steps, namely oxygen ion transfer, oxygen atom transfer and electron transfer, occurring through similar energy landscapes for the three reactive anions.

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Probing the Effect of Counterions on the Oxidation of Alcohols Using Oxoammonium Salts

et al. 2019

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NO_xCocatalysts for Aerobic Oxidation Reactions: Application to Alcohol Oxidation

Cited by 3 publications

References 72 publications

Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions

Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions

Sulfur Dioxide Oxidation by Zinc and Zinc Oxide Nitrate/Nitrite Complexes in the Gas Phase: An Interplay between Redox‐Active Ligands and Metal

Probing the Effect of Counterions on the Oxidation of Alcohols Using Oxoammonium Salts

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NOxCocatalysts for Aerobic Oxidation Reactions: Application to Alcohol Oxidation

Cited by 3 publications

References 72 publications

Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions

Tetramethylpiperidine N-Oxyl (TEMPO), Phthalimide N-Oxyl (PINO), and Related N-Oxyl Species: Electrochemical Properties and Their Use in Electrocatalytic Reactions

Sulfur Dioxide Oxidation by Zinc and Zinc Oxide Nitrate/Nitrite Complexes in the Gas Phase: An Interplay between Redox‐Active Ligands and Metal

Probing the Effect of Counterions on the Oxidation of Alcohols Using Oxoammonium Salts

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NO_xCocatalysts for Aerobic Oxidation Reactions: Application to Alcohol Oxidation