AMBIDENT NUCLEOPHILIC REACTIVITY IN SIGMA-COMPLEX FORMATION .6. REACTIVITY-SELECTIVITY RELATIONSHIPS IN REACTIONS OF AMBIDENT NUCLEOPHILES WITH THE SUPERELECTROPHILES 4,6-DINITROBENZOFUROXAN AND 4,6-DINITRO-2-(2',4',6'-TRINITROPHENYL)BENZOTRIAZOLE 1-OXIDE

被引：98

作者：

BUNCEL, E ^{[1
]}

RENFROW, RA ^{[1
]}

STRAUSS, MJ ^{[1
]}

机构：

[1] UNIV VERMONT,DEPT CHEM,BURLINGTON,VT 05405

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1987年 / 52卷 / 04期

关键词：

D O I：

10.1021/jo00380a003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：488 / 495

页数：8

共 36 条

[1]

[Anonymous], 1977, ADV PHYS ORG CHEM

[2] THE ROLE OF SOLVENT REORGANIZATION IN PROTON-TRANSFER AND NUCLEOPHILIC-ADDITION REACTIONS [J].

BERNASCONI, CF .

PURE AND APPLIED CHEMISTRY, 1982, 54 (12) :2335-2348

[3] 2 EXPLOSIVE COMPOUNDS - POTASSIUM SALT OF 4,6-DINITROBENZOFUROXAN AND 3,4-DIMETHYL-4-(3,4-DIMETHYL-5-ISOXAZOLYLAZO)ISOXAZOLIN-5-1 [J].

BOULTON, AJ ;

CLIFFORD, DP .

JOURNAL OF THE CHEMICAL SOCIETY, 1965, (OCT) :5414-&

[4] BOND SCISSION IN SULFUR-COMPOUNDS .14. REACTIVITY SELECTIVITY CORRELATIONS .4. THE ALPHA-EFFECT IN SN2 REACTIONS AT SP3 CARBON - THE REACTIONS OF HYDROGEN-PEROXIDE ANION WITH METHYL PHENYL SULFATES [J].

BUNCEL, E ;

WILSON, H ;

CHUAQUI, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (18) :4896-4900

[5] NUCLEOPHILIC-ADDITION AND DISPLACEMENT IN THE REACTION OF 2,4,6-TRIMETHYLPHENOXIDE ION WITH 1,3,5-TRINITROBENZENE - AN OXYGEN-BONDED ARYLOXIDE SIGMA-COMPLEX [J].

BUNCEL, E ;

MOIR, RY ;

NORRIS, AR ;

CHATROUSSE, AP .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1981, 59 (16) :2470-2474

[6] EQUILIBRIUM PROTONATION OF 1,3,5-TRINITROBENZENE-PHENOXIDE SIGMA-COMPLEX [J].

BUNCEL, E ;

EGGIMANN, W .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1976, 54 (15) :2436-2444

[7] AMBIDENT NUCLEOPHILIC REACTIVITY IN SIGMA-COMPLEX FORMATION .5. REACTION OF 1-PHENYL-2,4,6-TRINITROBENZENE WITH METHOXIDE AND PHENOXIDE IONS [J].

BUNCEL, E ;

MURARKA, SK ;

NORRIS, AR .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (03) :534-539

[8] THE AMBIDENT REACTIVITY OF AROMATIC-AMINES IN THEIR REACTIONS WITH N-2-(2,4,6-TRINITROPHENYL)-4,6-DINITROBENZOTRIAZOLE-1-OXIDE, A NEW HETEROCYCLIC SUPER-ELECTROPHILE [J].

BUNCEL, E ;

RENFROW, RA ;

STRAUSS, MJ .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1983, 61 (07) :1690-1691

[9] SIGMA COMPLEX-FORMATION INVOLVING AMBIDENT PHENOXIDE ION [J].

BUNCEL, E ;

WEBB, JGK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (25) :8470-8472

[10] 1,3,5-TRINITROBENZENE-PHENOXIDE SIGMA-COMPLEX - AMBIDENT PHENOXIDE ION IN SNAR SYSTEMS [J].

BUNCEL, E ;

JONCZYK, A ;

WEBB, JGK .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1975, 53 (24) :3761-3767

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