REDUCTIVE CLEAVAGE MECHANISM OF DIPHENYL ETHER AND APPARENT IPSO TRAPPING OF AN INTERMEDIATE RADICAL-ANION WITH A SILYL ETHER

被引:37
作者
PATEL, KM [1 ]
BALTISBERGER, RJ [1 ]
STENBERG, VI [1 ]
WOOLSEY, NF [1 ]
机构
[1] UNIV N DAKOTA,DEPT CHEM,GRAND FORKS,ND 58202
关键词
D O I
10.1021/jo00143a014
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:4250 / 4254
页数:5
相关论文
共 36 条
[1]   ELECTRON-TRANSFER-INDUCED REACTIONS - TERMINATION STEPS AND EFFICIENCY OF THE CHAIN PROCESS IN SRN1 AROMATIC SUBSTITUTIONS [J].
AMATORE, C ;
PINSON, J ;
SAVEANT, JM ;
THIEBAULT, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (23) :6930-6937
[2]  
ANGELO G, 1966, B SOC CHIM FR, P1091
[3]   A MAJOR LEAVING GROUP EFFECT ON CHEMICAL EVENTS AFTER THE GROUP HAS LEFT - REACTIONS OF ACETONE ENOLATE ION WITH HALOBENZENES AND RELATED SUBSTRATES PROVOKED BY SOLVATED ELECTRONS [J].
BARD, RR ;
BUNNETT, JF ;
CREARY, X ;
TREMELLING, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (08) :2852-2854
[4]   REDUCTION BY DISSOLVING METALS .4. [J].
BIRCH, AJ .
JOURNAL OF THE CHEMICAL SOCIETY, 1947, (JAN) :102-105
[5]   Reduction by dissolving metals. Part I. [J].
Birch, AJ .
JOURNAL OF THE CHEMICAL SOCIETY, 1944, :430-436
[6]   MECHANISM OF ANODIC CLEAVAGE OF BENZYL ETHERS [J].
BOYD, JW ;
SCHMALZL, PW ;
MILLER, LL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (11) :3856-3862
[7]  
COHEN SG, 1953, J AM CHEM SOC, V75, P5507
[8]   A POSSIBLE NUCLEOPHILIC IPSO-AROMATIC SUBSTITUTION WITH A BENZYL ANION AS THE LEAVING GROUP [J].
COLLINS, CJ ;
HOMBACH, HP ;
MAXWELL, BE ;
BENJAMIN, BM ;
MCKAMEY, D .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (05) :1213-1214
[9]   CARBON-CARBON CLEAVAGE DURING BIRCH-HUCKEL-TYPE REDUCTIONS [J].
COLLINS, CJ ;
HOMBACH, HP ;
MAXWELL, B ;
WOODY, MC ;
BENJAMIN, BM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (02) :851-853
[10]  
EARGLE H, 1963, J ORG CHEM, V28, P1703