Organic synthesis using nitroxides

D Leifert, A Studer - Chemical Reviews, 2023 - ACS Publications
Nitroxides, also known as nitroxyl radicals, are long-lived or stable radicals with the general
structure R1R2N–O•. The spin distribution over the nitroxide N and O atoms contributes to …

Metal-involving synthesis and reactions of oximes

DS Bolotin, NA Bokach, MY Demakova… - Chemical …, 2017 - ACS Publications
This review classifies and summarizes the past 10–15 years of advancements in the field of
metal-involving (ie, metal-mediated and metal-catalyzed) reactions of oximes. These …

Mechanism of copper (I)/TEMPO-catalyzed aerobic alcohol oxidation

JM Hoover, BL Ryland, SS Stahl - Journal of the American …, 2013 - ACS Publications
Homogeneous Cu/TEMPO catalyst systems (TEMPO= 2, 2, 6, 6-tetramethylpiperidine-N-
oxyl) have emerged as some of the most versatile and practical catalysts for aerobic alcohol …

Aerobic oxidation catalysis with stable radicals

Q Cao, LM Dornan, L Rogan, NL Hughes… - Chemical …, 2014 - pubs.rsc.org
Selective oxidation reactions are challenging when carried out on an industrial scale. Many
traditional methods are undesirable from an environmental or safety point of view. There is a …

Iron catalysis for room-temperature aerobic oxidation of alcohols to carboxylic acids

X Jiang, J Zhang, S Ma - Journal of the American Chemical …, 2016 - ACS Publications
Oxidation from alcohols to carboxylic acids, a class of essential chemicals in daily life,
academic laboratories, and industry, is a fundamental reaction, usually using at least a …

Iron (III) nitrate/TEMPO-catalyzed aerobic alcohol oxidation: distinguishing between serial versus integrated redox cooperativity

JE Nutting, K Mao, SS Stahl - Journal of the American Chemical …, 2021 - ACS Publications
Aerobic alcohol oxidations catalyzed by transition metal salts and aminoxyls are prominent
examples of cooperative catalysis. Cu/aminoxyl catalysts have been studied previously and …

TEMPO in chemical transformations: from homogeneous to heterogeneous

HA Beejapur, Q Zhang, K Hu, L Zhu, J Wang… - ACS Catalysis, 2019 - ACS Publications
The organic nitroxyl radical, TEMPO (2, 2, 6, 6-tetramethylpiperidine-N-oxyl), finds a variety
of industrial applications for chemical transformations. Because of economic and …

Iron-catalyzed/mediated oxidative transformation of C–H bonds

F Jia, Z Li - Organic Chemistry Frontiers, 2014 - pubs.rsc.org
It has been a long time since C–H bond oxidations first attracted chemists' attention. In the
last several decades, C–H bond oxidation has been extensively investigated and applied in …

TEMPO in metal complex catalysis

Z Ma, KT Mahmudov, VA Aliyeva, AV Gurbanov… - Coordination Chemistry …, 2020 - Elsevier
Abstract Nitroxyl radicals, illustrated by 2, 2, 6, 6-tetramethylpiperidine-N-oxyl (TEMPO),
constitute a versatile class of stable free radicals that are extensively used in metal complex …

Mechanism of alcohol oxidation mediated by copper (II) and nitroxyl radicals

BL Ryland, SD McCann, TC Brunold… - Journal of the American …, 2014 - ACS Publications
2, 2′-Bipyridine-ligated copper complexes, in combination with TEMPO (2, 2, 6, 6-
tetramethylpiperidine-N-oxyl), are highly effective catalysts for aerobic alcohol oxidation …