RELATIVE BOND-DISSOCIATION ENERGIES FOR SOME NADH MODEL COMPOUNDS FROM HYDRIDE TRANSFER ELECTRON-TRANSFER EQUILIBRIA IN ACETONITRILE

被引：20

作者：

KLIPPENSTEIN, J ^{[1
]}

ARYA, P ^{[1
]}

WAYNER, DDM ^{[1
]}

机构：

[1] NATL RES COUNCIL CANADA,STEACIE INST MOLEC SCI,ORGAN REACT DYNAM GRP,OTTAWA K1A 0R6,ONTARIO,CANADA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 24期

关键词：

D O I：

10.1021/jo00024a004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Electrochemical oxidation potentials of a number of N-alkylpyridinyl radicals (measured using photomodulation voltammetry) were combined in a thermochemical cycle with hydride transfer equilibrium data to provide an estimate of the relative C-H bond dissociation enthalpies of the NADH model compounds.

引用

页码：6736 / 6737

页数：2

共 28 条

[1] REDOX POTENTIALS AND ACID-BASE EQUILIBRIA OF NADH/NAD+ ANALOGS IN ACETONITRILE [J].

ANNE, A ;

MOIROUX, J .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (15) :4608-4614

[2]

Baizer M.M., 1991, ORGANIC ELECTROCHEMI, P660

[3]

Bard A. J., 2001, ELECTROCHEMICAL METH, V2nd, P50

[4] ACIDITIES AND HOMOLYTIC BOND-DISSOCIATION ENERGIES OF THE ALPHA-C-H BONDS IN KETONES IN DMSO [J].

BORDWELL, FG ;

HARRELSON, JA .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1990, 68 (10) :1714-1718

[5] HOMOLYTIC BOND-DISSOCIATION ENERGIES IN SOLUTION FROM EQUILIBRIUM ACIDITY AND ELECTROCHEMICAL DATA [J].

BORDWELL, FG ;

CHENG, JP ;

HARRELSON, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) :1229-1231

[6] EQUILIBRIUM ACIDITIES IN DIMETHYL-SULFOXIDE SOLUTION [J].

BORDWELL, FG .

ACCOUNTS OF CHEMICAL RESEARCH, 1988, 21 (12) :456-463

[7] SUBSTITUENT EFFECTS ON THE STABILITIES OF PHENOXYL RADICALS AND THE ACIDITIES OF PHENOXYL RADICAL CATIONS [J].

BORDWELL, FG ;

CHENG, JP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (05) :1736-1743

[8] COMPARISONS OF THE ACIDITIES AND HOMOLYTIC BOND-DISSOCIATION ENERGIES OF THE ACIDIC N-H AND C-H BONDS IN DIPHENYLMETHANES AND CARBAZOLES [J].

BORDWELL, FG ;

ZHANG, XM ;

CHENG, JP .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (10) :3216-3219

[9] HEATS OF FORMATION OF RADICALS AND MOLECULES BY A PHOTOACOUSTIC TECHNIQUE [J].

BURKEY, TJ ;

MAJEWSKI, M ;

GRILLER, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (09) :2218-2221

[10] MECHANISM OF THE OXIDATION OF NADH BY QUINONES - ENERGETICS OF ONE-ELECTRON AND HYDRIDE ROUTES [J].

CARLSON, BW ;

MILLER, LL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (02) :479-485

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