KINETICS AND MECHANISM OF AROMATIC ELECTROPHILIC SUBSTITUTION-REACTIONS .4. DIVISION OF METHYLBENZENE REACTIONS INTO BASICITY-VERSUS IONIZATION POTENTIAL-CONTROLLED REACTIONS

被引：0

作者：

RUDAKOV, ES

LOBACHEV, VL

机构：

来源：

KINETICS AND CATALYSIS | 1990年 / 31卷 / 06期

关键词：

D O I：

暂无

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Electrophilic aromatic substitution reactions have been divided into three classes based on data obtained for substrate selectivity in the first stage of reactions in the series benzene to hexamethylbenzene: weakly or nonselective reactions, selective reactions controlled by arene basicity, and selective reactions controlled by ionization potential. Based on the results of kinetic isotope effects and product composition we have proposed a generalized reaction scheme for these types of reactions, involving as key intermediates either a sigma-complex between the arene and electrophilic reagent or a charge transfer complex. The criteria underlying mechanism selection are discussed.

引用

页码：1138 / 1144

页数：7

共 34 条

[21] KINETICS AND MECHANISM OF SUBSTITUTION-REACTIONS OF COMPLEXES .45. SOLVATION OF [CR(NCS)4 META XYLIDINE)2] ION IN ETHANOL-WATER MIXTURES
ZSAKO, J
VOICULES.V
GANESCU, I
POPESCU, A
REVUE ROUMAINE DE CHIMIE, 1972, 17 (12) : 1977 - 1984
[22] KINETICS AND MECHANISM OF SUBSTITUTION REACTIONS OF COMPLEXES .4. THERMAL DECOMPOSITION OF COMPLEXES OF TYPE [CO(CY)2AMIN2]X
ZSAKO, J
VARHELYI, C
KEKEDY, E
ACTA CHIMICA ACADEMIAE SCIENTARIUM HUNGARICAE, 1967, 51 (01): : 53 - &
[23] ELECTROPHILIC SUBSTITUTION-REACTIONS OF BENZO[B]NAPHTHO[2,1-D]THIOPHENE .4. NITRATION, BROMINATION, ACETYLATION AND CHLOROMETHYLATION OF BENZO[B]NAPHTHO[2,1-D]THIOPHENE
DACKA, S
POLISH JOURNAL OF CHEMISTRY, 1983, 57 (10-1) : 1345 - 1352
[24] KINETICS AND MECHANISM OF SUBSTITUTION-REACTIONS OF COMPLEXES .28. NEW DERIVATIVES OF TYPE M[CR(NCS)4(BENZYLAMINE)2] AND SOLVATION OF COMPLEX ION IN ETHANOL - WATER MIXTURES
ZSAKO, J
VARHELYI, C
GANESCU, I
OPRESCU, D
ROCZNIKI CHEMII, 1974, 48 (7-8): : 1141 - 1150
[25] MECHANISM OF SUBSTITUTION REACTIONS IN COMPLEX IONS .4. KINETICS OF THE REACTIONS OF CIS AND TRANS-CHLORONITRO-BIS-(ETHYLENEDIAMINE)-COBALT(III) AND AQUONITRO-BIS-(ETHYLENEDIAMINE)-COBALT(III) IONS WITH VARIOUS REAGENTS IN AQUEOUS SOLUTIONS
BASOLO, F
STONE, BD
BERGMANN, JG
PEARSON, RG
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (11) : 3079 - 3082
[26] PHOTOCHEMICAL BEHAVIOR OF AROMATIC SULFO ACIDS IN AQUEOUS AND AQUEOUS-ORGANIC MEDIA .4. MECHANISM OF PHOTOCHEMICAL SUBSTITUTION REACTIONS OF SULFO GROUP IN ANTHROQUINONE SULFO ACIDS SERIES
STUDZINSKII, OP
RTISHCHE.NI
ELTSOV, AV
DEVEKKI, AV
ZHURNAL ORGANICHESKOI KHIMII, 1972, 8 (04): : 774 - +
[27] KINETICS AND MECHANISM OF AROMATIC ELECTROPHILIC SUBSTITUTION-REACTIONS .5. NITRATION OF M-XYLENE VIA NITROSATION IN THE SYSTEMS HNO2/H2SO4-H2O AND HNO2/CF3COOH-H2O
LOBACHEV, VL
SAVSUNENKO, OB
RUDAKOV, ES
KINETICS AND CATALYSIS, 1991, 32 (01) : 11 - 16
[28] SYNTHETIC ANALOGS OF ACTIVE-SITES OF IRON-SULFUR PROTEINS .10. KINETICS AND MECHANISM OF LIGAND SUBSTITUTION-REACTIONS OF ARYLTHIOLS WITH TETRANUCLEAR CLUSTERS [FE4S4(SR)4]2-
DUKES, GR
HOLM, RH
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (03) : 528 - 533
[29] MECHANISM OF OCTAHEDRAL SUBSTITUTION REACTIONS IN NON-AQUEOUS SOLUTIONS .4. KINETICS AND STERIC COURSE OF CHLORIDE EXCHANGE IN CIS-DICHLOROBIS(ETHYLENEDIAMINE)COBALT(3) CATION IN METHANOL
BOSNICH, B
INGOLD, C
TOBE, ML
JOURNAL OF THE CHEMICAL SOCIETY, 1965, (JUL): : 4074 - &
[30] THE STUDY OF KINETICS AND MECHANISM OF LIGAND SUBSTITUTION-REACTIONS OF [PDPAR(OH)]- AND [CD(PAR)2]2- (PAR = 4-(2-PYRIDYLAZO)RESORCINOL) WITH CYANIDE IONS BY STOPPED FLOW TECHNIQUE
GUPTA, N
NAIK, RM
NIGAM, PC
INORGANICA CHIMICA ACTA, 1989, 160 (01) : 103 - 110

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