Electrophilicity and nucleophilicity index for radicals

被引：418

作者：

De Vleeschouwer, Freija

Van Speybroeck, Veronique

Waroquier, Michel

Geerlings, Paul

De Proft, Frank

机构：

[1] Vrije Univ Brussel, Eenheid Algemene Chem, ALGC, Fac Wetenschappen, B-1050 Brussels, Belgium

[2] Univ Ghent, CMM, B-9000 Ghent, Belgium

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 14期

关键词：

D O I：

10.1021/ol071038k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Radicals can be regarded as electrophilic/nucleophilic, depending on their tendency to attack sites of relatively higher/lower electron density. In this paper, an electrophilicity scale, global as well as local, and a nucleophilicity scale for 35 radicals is reported. The global electrophilicity scale correlates well with the nucleophilicity scale, suggesting that these concepts are inversely related.

引用

页码：2721 / 2724

页数：4

共 34 条

[1] BERANEK I, 1989, NATO ADV SCI I C-MAT, V260, P303
[2] Variation of the electrophilicity index along the reaction path
Chamorro, E
Chattaraj, PK
Fuentealba, P
[J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2003, 107 (36) : 7068 - 7072
[3] Reactivity dynamics in atom-field interactions: A quantum fluid density functional study
Chattaraj, PK
Maiti, B
[J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2001, 105 (01) : 169 - 183
[4] CLAYDEN J, 2001, ORGANIC CHEM, P1045
[5] FACTORS DETERMINING NUCLEOPHILIC REACTIVITIES
EDWARDS, JO
PEARSON, RG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (01) : 16 - &
[6] CORRELATION OF RELATIVE RATES AND EQUILIBRIA WITH A DOUBLE BASICITY SCALE
EDWARDS, JO
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (06) : 1540 - 1547
[7] Fischer H, 2001, ANGEW CHEM INT EDIT, V40, P1340, DOI 10.1002/1521-3773(20010417)40:8<1340::AID-ANIE1340>3.0.CO
[8] 2-#
[9] Conceptual density functional theory
Geerlings, P
De Proft, F
Langenaeker, W
[J]. CHEMICAL REVIEWS, 2003, 103 (05) : 1793 - 1873
[10] POLAR EFFECTS IN RADICAL-ADDITION REACTIONS - BORDERLINE CASES
GIESE, B
HE, J
MEHL, W
[J]. CHEMISCHE BERICHTE-RECUEIL, 1988, 121 (11): : 2063 - 2066

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