HALEX EXCHANGE AND FLUORODENITRATION TRANSITION-STATE STRUCTURES AND ENERGIES - SEMIEMPIRICAL STUDY WITH AM1, SAM1 AND PM3

被引：4

作者：

SMYTH, T

CAREY, A

机构：

[1] Department of Chemical and Environmental Sciences, University of Limerick, National Technological Park, County Limerick

来源：

TETRAHEDRON | 1995年 / 51卷 / 32期

关键词：

D O I：

10.1016/0040-4020(95)00499-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The potential energy surfaces for the halex exchange and fluorodenitration reactions of 2,4-dichloronitrobenzene, with free fluoride ion and with tetramethylammonium fluoride, have been studied using AM1, SAM1, and PM3 semiempirical methodologies. A number of interactions were observed between the aromatic substrate and tetramethylammonium fluoride which are viewed as being reaction path determinants between the competing processes.

引用

页码：8901 / 8914

页数：14

共 32 条

[1] ALUMINA-SUPPORTED FLUORIDE REAGENTS FOR ORGANIC-SYNTHESIS - OPTIMIZATION OF REAGENT PREPARATION AND ELUCIDATION OF THE ACTIVE SPECIES
ANDO, T
BROWN, SJ
CLARK, JH
CORK, DG
HANAFUSA, T
ICHIHARA, J
MILLER, JM
ROBERTSON, MS
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1986, (08): : 1133 - 1139
[2] THE ORTHO-PARA RATIO IN ACTIVATION OF AROMATIC NUCLEOPHILIC SUBSTITUTION BY THE NITRO GROUP
BUNNETT, JF
MORATH, RJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (19) : 5051 - 5055
[3] BUNNETT JF, 1951, CHEM REV, V49, P322
[4] SYNTHESES, PROPERTIES, AND STRUCTURES OF ANHYDROUS TETRAMETHYLAMMONIUM FLUORIDE AND ITS 1-1 ADDUCT WITH TRANS-3-AMINO-2-BUTENENITRILE
CHRISTE, KO
WILSON, WW
WILSON, RD
BAU, R
FENG, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (21) : 7619 - 7625
[5] CLARK JH, 1994, J CHEM RES-S, P478
[6] FLUORIDE-ION AS A BASE IN ORGANIC-SYNTHESIS
CLARK, JH
[J]. CHEMICAL REVIEWS, 1980, 80 (05) : 429 - 452
[7] DENIESARINK MJ, 1984, SPEC CHEM, P9
[8] SAM1 - THE 1ST OF A NEW SERIES OF GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODELS
DEWAR, MJS
JIE, CX
YU, JG
[J]. TETRAHEDRON, 1993, 49 (23) : 5003 - 5038
[9] ACETYLCHOLINE BINDING BY A SYNTHETIC RECEPTOR - IMPLICATIONS FOR BIOLOGICAL RECOGNITION
DOUGHERTY, DA
STAUFFER, DA
[J]. SCIENCE, 1990, 250 (4987) : 1558 - 1560
[10] THE NATURE OF CATION-PI-BINDING - INTERACTIONS BETWEEN TETRAMETHYLAMMONIUM ION AND BENZENE IN AQUEOUS-SOLUTION
GAO, J
CHOU, LW
AUERBACH, A
[J]. BIOPHYSICAL JOURNAL, 1993, 65 (01) : 43 - 47

← 1 2 3 4 →