FERROCENE DERIVATIVES .26. THE PHOTOLYSIS OF HALOGENOFERROCENES IN AROMATIC SOLVENTS

被引：7

作者：

IMRIE, C ^{[1
]}

NONHEBEL, DC ^{[1
]}

PAUSON, PL ^{[1
]}

机构：

[1] UNIV STRATHCLYDE,DEPT PURE & APPL CHEM,CATHEDRAL ST,GLASGOW G1 1XL,SCOTLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 10期

关键词：

D O I：

10.1039/p19910002555

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Photolysis of iodoferrocene is shown to be a useful source of ferrocenyl radicals. When these substitute arenes the ratios of arylferrocene isomers resemble the ratios of isomeric biphenyls obtained with aryl radicals. Both the high proportion of meta-isomers obtained when strongly electron-withdrawing groups are present and the small proportion of side-chain attack on toluene mark ferrocenyl as an electrophilic radical, intermediate in this respect between phenyl and 4-nitrophenyl. Bromoferrocene and diferrocenylmercury are also briefly examined as sources of the ferrocenyl radical.

引用

页码：2555 / 2558

页数：4

共 24 条

[1] LIQUID-PHASE PHOTOLYSIS .1. VARIATION OF ISOMER RATIOS WITH RADICAL SOURCE IN THE PHENYLATION OF ISOPROPYLBENZENE - PHOTOLYTIC GENERATION OF PHENYL RADICALS [J].

BLAIR, JM ;

BRYCESMITH, D ;

PENGILLY, BW .

JOURNAL OF THE CHEMICAL SOCIETY, 1959, (NOV) :3174-3178

[2] AROYL PEROXIDES .7. THE EFFECTS OF ADDITIVES ON THE THERMOLYSIS OF AROYL PEROXIDES IN ARENES AND THE ELIMINATION OF POSSIBLE COMPLICATIONS IN THE MEASUREMENT OF PARTIAL RATE FACTORS FOR PHENYLATION [J].

BOLTON, R ;

DAILLY, BN ;

HIRAKUBO, K ;

LEE, KH ;

WILLIAMS, GH .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1981, (08) :1109-1119

[3] FERROCENE DERIVATIVES .2. ARYLATION [J].

BROADHEAD, GD ;

PAUSON, PL .

JOURNAL OF THE CHEMICAL SOCIETY, 1955, :367-370

[4] HOMOLYTIC AROMATIC SUBSTITUTION .7. PARTIAL RATE FACTORS FOR THE PHENYLATION OF TERT-BUTYLBENZENE AND PARA-DI-TERT-BUTYLBENZENE [J].

CADOGAN, JIG ;

HEY, DH ;

WILLIAMS, GH .

JOURNAL OF THE CHEMICAL SOCIETY, 1954, (OCT) :3352-3360

[5]

DANNLEY RL, 1954, J AM CHEM SOC, V76, P1463

[6] A CONVENIENT SYNTHESIS OF SOME HALOFERROCENES [J].

FISH, RW ;

ROSENBLUM, M .

JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (04) :1253-+

[7] HOMOLYTIC AROMATIC SUBSTITUTION .27. REACTIONS OF TOLUENE WITH SOME PARA-SUBSTITUTED DIAROYL PEROXIDES [J].

HAMBLING, JK ;

HEY, DH ;

WILLIAMS, GH .

JOURNAL OF THE CHEMICAL SOCIETY, 1962, (FEB) :487-&

[8]

HEY DH, 1959, TETRAHEDRON S, V3, P209

[9]

HUISGEN R, 1957, LIEBIGS ANN CHEM, V607, P46

[10] INFLUENCE OF SUBSTITUENT GROUPS IN ARYLATION OF SUBSTITUTED BENZENES BY ARYL RADICALS DERIVED FROM P-SUBSTITUTED N-NITROSOACETANILIDES [J].

ITO, R ;

MIGITA, T ;

MORIKAWA, N ;

SIMAMURA, O .

TETRAHEDRON, 1965, 21 (05) :955-&

← 1 2 3 →