Unique carbon-carbon bond homolysis in 3-alkylcyclohexa-1,4-dienyl-3-carboxylic acid radicals

被引：17

作者：

Baguley, PA ^{[1
]}

Binmore, G ^{[1
]}

Milne, A ^{[1
]}

Walton, JC ^{[1
]}

机构：

[1] UNIV ST ANDREWS,SCH CHEM,ST ANDREWS KY16 9ST,FIFE,SCOTLAND

来源：

CHEMICAL COMMUNICATIONS | 1996年 / 18期

关键词：

D O I：

10.1039/cc9960002199

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

3-Substituted cyclohexadienyl radicals generated by hydrogen abstraction from 3-alkylcyclohexa-1,4-diene-3-carboxylic acids readily fragment to produce alkyl radicals and benzoic acid; suitably functionalised alkyl groups cyclize in moderate yields.

引用

页码：2199 / 2200

页数：2

共 9 条

[1] THE KINETICS AND MECHANISM OF RING-OPENING OF RADICALS CONTAINING THE CYCLOBUTYLCARBINYL SYSTEM [J].

BECKWITH, ALJ ;

MOAD, G .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1980, (07) :1083-1092

[2] REGIO-SELECTIVITY AND STEREO-SELECTIVITY OF ALKENYL RADICAL RING-CLOSURE - A THEORETICAL-STUDY [J].

BECKWITH, ALJ ;

SCHIESSER, CH .

TETRAHEDRON, 1985, 41 (19) :3925-3941

[3] RADICAL-CHAIN DECOMPOSITION OF CYCLOHEXA-1,4-DIENE-3-CARBOXYLATES AND 2,5-DIHYDROFURAN-2-CARBOXYLATES [J].

BINMORE, G ;

WALTON, JC ;

CARDELLINI, L .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (01) :27-28

[4] REDUCTION BY METAL AMINE SOLUTIONS - APPLICATIONS IN SYNTHESIS AND DETERMINATION OF STRUCTURE [J].

BIRCH, AJ ;

SMITH, H .

QUARTERLY REVIEWS, 1958, 12 (01) :17-33

[5]

BIRCH AJ, 1975, TETRAHEDRON LETT, V9, P627

[6] RATE CONSTANTS AND ARRHENIUS PARAMETERS FOR THE REACTIONS OF PRIMARY, SECONDARY, AND TERTIARY ALKYL RADICALS WITH TRI-NORMAL-BUTYLTIN HYDRIDE [J].

CHATGILIALOGLU, C ;

INGOLD, KU ;

SCAIANO, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (26) :7739-7742

[7]

KAISER EM, 1972, SYNTH-INT J METHODS, P391

[8]

KUEHNE ME, 1963, ORG SYNTH, V43, P22

[9]

VANBEKKUM H, 1971, RECL TRAV CHIM PAY-B, V90, P137

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