TEMPO reacts with oxygen-centered radicals under acidic conditions

被引：66

作者：

Amorati, Riccardo ^{[2
]}

Pedulli, Gian Franco ^{[2
]}

Pratt, Derek A. ^{[1
]}

Valgimigli, Luca ^{[2
]}

机构：

[1] Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada

[2] Univ Bologna, Dept Organ Chem A Mangini, I-40126 Bologna, Italy

来源：

CHEMICAL COMMUNICATIONS | 2010年 / 46卷 / 28期

关键词：

BOND-DISSOCIATION ENERGIES; COUPLED ELECTRON-TRANSFER; ABSOLUTE RATE CONSTANTS; NITROXIDE RADICALS; PEROXYL RADICALS; MECHANISM; KINETICS; PHENOLS; HYDROXYLAMINES; AUTOXIDATION;

D O I：

10.1039/c0cc00547a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In the presence of organic acids in organic media, 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) reacts with peroxyl radicals at nearly diffusion-controlled rates by proton-coupled electron transfer from the protonated nitroxide.

引用

页码：5139 / 5141

页数：3

共 35 条

[1] Absolute rate constants for the reaction of peroxyl radicals with cardanol derivatives [J].

Amorati, R ;

Pedulli, GF ;

Valgimigli, L ;

Attanasi, OA ;

Filippone, P ;

Fiorucci, C ;

Saladino, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2001, (11) :2142-2146

[2] 3 METHODS TO MEASURE RH BOND-ENERGIES [J].

BERKOWITZ, J ;

ELLISON, GB ;

GUTMAN, D .

JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (11) :2744-2765

[3] Electron spin resonance in studies of membranes and proteins [J].

Borbat, PP ;

Costa-Filho, AJ ;

Earle, KA ;

Moscicki, JK ;

Freed, JH .

SCIENCE, 2001, 291 (5502) :266-269

[4] Solvent effects on homolytic bond dissociation energies of hydroxylic acids [J].

Bordwell, FG ;

Liu, WZ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (44) :10819-10823

[5]

BRIERE R, 1964, TETRAHEDRON LETT, V5, P1775

[6] INHIBITED AUTOXIDATION OF STYRENE .7. INHIBITION BY NITROXIDES AND HYDROXYLAMINES [J].

BROWNLIE, IT ;

INGOLD, KU .

CANADIAN JOURNAL OF CHEMISTRY, 1967, 45 (20) :2427-&

[7] AUTOXIDATION OF BIOLOGICAL MOLECULES .4. MAXIMIZING THE ANTIOXIDANT ACTIVITY OF PHENOLS [J].

BURTON, GW ;

DOBA, T ;

GABE, EJ ;

HUGHES, L ;

LEE, FL ;

PRASAD, L ;

INGOLD, KU .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (24) :7053-7065

[8] A theoretical study of the iminoxyl/oxime self-exchange reaction. A five-center, cyclic proton-coupled electron transfer [J].

DiLabio, GA ;

Ingold, KU .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (18) :6693-6699

[9] Formation of Patches on 3D SAMs Driven by Thiols with Immiscible Chains Observed by ESR Spectroscopy [J].

Gentilini, Cristina ;

Franchi, Paola ;

Mileo, Elisabetta ;

Polizzi, Stefano ;

Lucarini, Marco ;

Pasquato, Lucia .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (17) :3060-3064

[10] The role of oxoammonium cation in the SOD-Mimic activity of cyclic nitroxides [J].

Goldstein, S ;

Merenyi, G ;

Russo, A ;

Samuni, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (03) :789-795

← 1 2 3 4 →