VINYL CATION FORMATION BY DECOMPOSITION OF VINYLLEAD(IV) TRIACETATES .2.

被引:15
作者
PINHEY, JT
STOERMER, MJ
机构
[1] Department of Organic Chemistry, University of Sydney
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 10期
关键词
D O I
10.1039/p19910002455
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The products resulting from the reductive elimination of lead(II) acetate from four E- and Z-pairs of vinyllead triacetates have been examined for evidence that these highly unstable lead compounds are a potential source of vinyl cations, including the less stable primary vinyl cations. The vinyllead triacetates which incorporated either methoxy or phenyl groups for intramolecular cation trapping, were generated by reaction of the corresponding tributyl(vinyl)stannanes with lead tetraacetate. In four cases participation by methoxy and phenyl groups occurred to produce cyclic compounds, strongly implicating vinyl cation formation.
引用
收藏
页码:2455 / 2460
页数:6
相关论文
共 7 条
[1]   Synthetical experiments in the isoquinoline group. Part VII. A synthesis of 3 : 11-dimethoxyprotoberberinium salts. [J].
Chakravarti, SN ;
Haworth, RD ;
Perkin, WH .
JOURNAL OF THE CHEMICAL SOCIETY, 1927, :2265-2274
[2]  
FASEEH SA, 1947, J INDIAN CHEM SOC, V24, P57
[3]   VINYL CATION FORMATION BY DECOMPOSITION OF VINYL-LEAD TRIACETATES - THE REACTIONS OF VINYLMERCURY AND VINYLTIN COMPOUNDS WITH LEAD-TETRAACETATE [J].
MOLONEY, MG ;
PINHEY, JT ;
STOERMER, MJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (10) :2645-2655
[4]  
NEGISHI EI, 1980, ORGANOMETALLICS ORGA, V1, P95
[5]   USE OF THE ELECTROPHILIC ARYLATION REACTION OF ARYLLEAD TRIACETATES IN SYNTHESES OF (+/-)-O-METHYLJOUBERTIAMINE AND (+/-)-MESEMBRINE [J].
PARKINSON, CJ ;
PINHEY, JT .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (05) :1053-1057
[6]   STUDIES OF CARBENIUM ION ON UNSATURATED CARBON .2. EXCLUSIVE FORMATION OF BENZOFURANS VIA VINYL CATIONS IN SOLVOLYTIC REACTIONS OF 1-ARYL-2,2-BIS(O-METHOXYPHENYL)VINYL HALIDES [J].
SONODA, T ;
KOBAYASHI, S ;
TANIGUCHI, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1976, 49 (09) :2560-2566
[7]  
STANG P, 1979, VINYL CATIONS, pCH5