ASPECTS OF METALLIC HALIDE-CATALYSED REACTION OF GRIGNARD REAGENTS WITH ORGANIC HALIDES .4. PRODUCTS FORMED WITH PHENYLALKYL BROMIDES

被引：11

作者：

DAVIES, DI

DONE, JN

HEY, DH

机构：

[1] Department of Chemistry, King's College

来源：

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1969年 / 15期

关键词：

D O I：

10.1039/j39690002021

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phenylalkyl radicals are formed in the cobalt(II) chloride-catalysed reaction of methylmagnesium iodide with benzyl bromide, phenethyl bromide, 3-phenylpropyl bromide, and 4-phenylbutyl bromide. The radicals all form products by substitution in benzene used as diluting solvent. Additionally 4-phenylbutyl radicals undergo internal cyclisation to form tetralin. With the benzyl and phenethyl radicals, but not 3-phenylpropyl and 4-phenylbutyl radicals, dimerisation products are also formed. When benzylidene bromide is used as halide the major product is trans-stilbene.

引用

页码：2021 / &

共 25 条

[1] ACID CATALYSIS AND THE MECHANISM OF DECOMPOSITION OF BIS-PHENYLACETYL PEROXIDE
BARTLETT, PD
LEFFLER, JE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (07) : 3030 - 3035
[2] BASS KC, 1965, LAB PRACT, V14, P47
[3] BASS KC, 1965, LAB PRACT, V14, P145
[4] HOMOLYTIC AROMATIC SUBSTITUTION .20. THE PHENYLATION OF PYRIDINE BY ELECTROLYSIS
BUNYAN, PJ
HEY, DH
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1960, (OCT): : 3787 - 3790
[5] STEREOSPECIFIC SYNTHESES OF OLEFINS FROM 1,2-THIONOCARBONATES AND 1,2-TRITHIOCARBONATES . TRANS-CYCLOHEPTENE
COREY, EJ
CAREY, FA
WINTER, RAE
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (04) : 934 - &
[6] CYCLISATION REACTIONS INVOLVING OXIDATION OF CARBOXYLIC ACIDS WITH LEAD TETRA-ACETATE .2. CONVERSION OF 5-ARYLVALERIC ACIDS INTO 1,2,3,4-TETRAHYDRONAPHTHALENES
DAVIES, DI
WARING, C
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (15): : 1865 - &
[7] ASPECTS OF METALLIC HALIDE-CATALYSED REACTION OF GRIGNARD REAGENTS WITH ORGANIC HALIDES .3. REACTIONS WITH BROMOPYRIDINES
DAVIES, DI
DONE, JN
HEY, DH
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (15): : 2019 - &
[8] CYCLISATION REACTIONS INVOLVING OXIDATION OF CARBOXYLIC ACIDS WITH LEAD TETRA-ACETATE .3. OXIDATION OF PHENYL- AND O-BIPHENYLYL-SUBSTITUTED ACETIC AND PROPIONIC ACIDS AND OF O-BIPHENYLYLMETHYLMALONIC ACID
DAVIES, DI
WARING, C
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (18): : 2332 - &
[9] ASPECTS OF METALLIC HALIDE-CATALYSED REACTION OF GRIGNARD REAGENTS WITH ORGANIC HALIDES .2. EFFECT OF VARIATION IN REACTANTS
DAVIES, DI
DONE, JN
HEY, DH
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (10): : 1392 - &
[10] PRODUCTION OF FREE RADICALS IN REACTION OF GRIGNARD REAGENTS WITH ORGANIC HALIDES IN PRESENCE OF COBALTOUS CHLORIDE
DAVIES, DI
HEY, DH
TIECCO, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1965, (DEC): : 7062 - &

← 1 2 3 →