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 …

Acid is key to the radical-trapping antioxidant activity of nitroxides

EA Haidasz, D Meng, R Amorati… - Journal of the …, 2016 - ACS Publications
Persistent dialkylnitroxides (eg, 2, 2, 6, 6-tetramethylpiperidin-1-oxyl, TEMPO) play a central
role in the activity of hindered amine light stabilizers (HALS) additives that inhibit the …

Industrial oxidations with organocatalyst TEMPO and its derivatives

R Ciriminna, M Pagliaro - Organic Process Research & …, 2010 - ACS Publications
The radical TEMPO and its derivatives find a variety of industrial applications as highly
selective oxidation catalysts for the production of pharmaceuticals, flavors and fragrances …

Poly (ethylene glycol)-supported nitroxyls: branched catalysts for the selective oxidation of alcohols

P Ferreira, E Phillips, D Rippon… - The Journal of …, 2004 - ACS Publications
Nitroxyl radicals such as 2, 2, 6, 6-tetramethylpiperidine-1-oxyl (TEMPO) are highly selective
oxidation catalysts for the conversion of primary alcohols into the corresponding aldehydes …

Electrochemical Azidooxygenation of Alkenes Mediated by a TEMPO–N3 Charge-Transfer Complex

JC Siu, GS Sauer, A Saha, RL Macey… - Journal of the …, 2018 - ACS Publications
We report a mild and efficient electrochemical protocol to access a variety of vicinally C–O
and C–N difunctionalized compounds from simple alkenes. Detailed mechanistic studies …

Integrating TEMPO and Its Analogues with Visible‐Light Photocatalysis

X Lang, J Zhao - Chemistry–An Asian Journal, 2018 - Wiley Online Library
Visible light has risen to become a very important facilitator for selective radical reactions
enabled by well‐cognized photocatalysts. The renaissance of visible‐light photocatalysis on …

Extremely Fast Hydrogen Atom Transfer between Nitroxides and HOO· Radicals and Implication for Catalytic Coantioxidant Systems

A Baschieri, L Valgimigli, S Gabbanini… - Journal of the …, 2018 - ACS Publications
We report a novel coantioxidant system based on TEMPO (2, 2, 6, 6-tetramethylpiperidine-1-
oxyl radical) that, in biologically relevant model systems, rapidly converts chain-carrying …

Expedient Immobilization of TEMPO by Copper‐Catalyzed Azide‐Alkyne [3+ 2]‐Cycloaddition onto Polystyrene Resin

A Gheorghe, A Matsuno… - Advanced Synthesis & …, 2006 - Wiley Online Library
TEMPO was readily grafted by copper (I)‐catalyzed azide‐alkyne cycloaddition onto
polystyrene. Starting with commercially available Merrifield resin (4.3 mmol/g) almost …

Nitroxide radical polymers–a versatile material class for high-tech applications

KA Hansen, JP Blinco - Polymer Chemistry, 2018 - pubs.rsc.org
Nitroxides are a versatile class of stable free radicals that have long established themselves
in a wide range of applications. Their incorporation into macromolecular architectures has …

Thermal decay of TEMPO in acidic media via an N-oxoammonium salt intermediate

Y Ma, C Loyns, P Price, V Chechik - Organic & biomolecular chemistry, 2011 - pubs.rsc.org
Disproportionation of TEMPO in acids leads to the formation of an N-oxoammonium salt,
which can further decompose under thermal conditions, yielding the corresponding …