REACTIVITY OF BENZYL CARBANIONS .7. ELECTROPHILIC ASSISTANCE AND STEREOSELECTIVITY OF ALKYLATION OF 9-ISOPROPYL-10-LITHIO-9,10-DIHYROANTHRACENE

被引：13

作者：

DANEY, M ^{[1
]}

LAPOUYADE, R ^{[1
]}

机构：

[1] UNIV BORDEAUX 1,EQUIPE RECH 167,F-33405 TALENCE,FRANCE

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1979年 / 172卷 / 04期

关键词：

D O I：

10.1016/S0022-328X(00)92310-6

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The stereoselectivity of alkylation of 9-isopropyl-10-lithio-9,10-dihydroanthracene is affected by the coordinating ability of the solvent and the leaving group, as well as by temperature. The results point to electrophilic assistance by the cation for the contact ion pairs. © 1979.

引用

页码：385 / 390

页数：6

共 18 条

[1] REACTIVITY OF BENZYLIC CARBANIONS .4. KINETIC STUDIES OF REACTIONS OF ALKYL-HALIDES WITH 9-ALKYL-10-LITHIO-9,10-DIHYDROANTHRACENES AND DIPHENYLMETHYLLITHIUM - RELATIONSHIP OF REACTION-RATES TO PRODUCT STEREOCHEMISTRY
BANK, S
BANK, J
DANEY, M
LABRANDE, B
BOUASLAURENT, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (25) : 4058 - 4061
[2] BIELLMANN JF, 1978, TETRAHEDRON LETT, P467
[3] PROTONATION RATE CONSTANTS AND OPTICAL-ABSORPTION SPECTRA OF BENZYL CARBANION PAIRS IN TETRAHYDROFURAN SOLUTION
BOCKRATH, B
DORFMAN, LM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (12) : 3307 - 3310
[4] REACTIVITY OF BENZYL CARBANIONS .3. STEREOCHEMISTRY OF SILYLATION OF 9-ALKYL-10-LITHIO-9,10-DIHYDROANTHRACENES - STUDY ON NEW SILICON DERIVATIVES USING NUCLEAR OVERHAUSER EFFECT
BOUASLAURENT, H
DANEY, M
LAPOUYADE, R
LANG, C
PLATZER, N
BASSELIER, JJ
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1976, 118 (03) : 233 - 245
[5] PI GROUPS IN ION-PAIR BONDING - FLUORENYLLITHIUM BISQUINUCLIDINE
BROOKS, JJ
STUCKY, GD
RHINE, W
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (21) : 7339 - &
[6] CHASSAING G, 1978, TETRAHEDRON LETT, P471
[7] REACTIVITY OF BENZYL CARBANIONS .2. STEREOCHEMISTRY OF ALKYLATION OF ETHYL AND 9-ISOPROPYL 10-LITHIO-9,10-DIHYDROANTHRACENES
DANEY, M
LAPOUYADE, R
MARY, M
BOUASLAURENT, H
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 92 (03) : 267 - 274
[8] DANEY M, 1978, TETRAHEDRON LETT, P783
[9] FU PP, 1975, J AM CHEM SOC, V97, P1145, DOI 10.1021/ja00838a031
[10] GILMAN H, 1954, ORG REACTIONS, V8, P286

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