NMR spectroscopy of organolithium compounds .19. reaction of (Z)-1,2-bis(trimethylsilyl)-1-phenylethene with lithium: Dianion formation, Schlenk dimerization, and C-13,Li-6 coupling in a benzyllithium system

被引:7
作者
Bohler, B [1 ]
Huls, D [1 ]
Gunther, H [1 ]
机构
[1] UNIV GESAMTHSCH SIEGEN,FACHBEREICH 8 OC II,D-57068 SIEGEN,GERMANY
关键词
D O I
10.1016/S0040-4039(96)02036-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lithium reduction of (Z)-1,2-bis(trimethylsilyl)-1-phenylethene (1) yields the dianion of the (E)-isomer (3) and via Schlenk dimerization dilithium 1,4-diyl-1,4-diphenyl-1,2,3,4-tetrakis(trimethylsilyl)butane (4). The NMR parameters for both systems are reported and their solution structures are discussed. The formation of 4 is reversible and a unique feature of 4 is the scalar (1)J(C-13,Li-6) spin-spin coupling constant of 2.7 Hz for the C-Li bond, which is resolved even at room temperature. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:8719 / 8722
页数:4
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