A likely intermediate during the CO2-induced activation of 2-alkylindoles toward electrophilic substitution: Structure of a unique tetramer formed by joining two boat-shaped (LiOCO)(2) rings

被引:15
作者
Davies, RP [1 ]
Raithby, PR [1 ]
Snaith, R [1 ]
机构
[1] UNIV CAMBRIDGE,DEPT CHEM,CAMBRIDGE CB2 1EW,ENGLAND
关键词
D O I
10.1021/om960739a
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Reaction, of 2,3-dimethylindole in thf with (n)BuLi and CO2 gives a lithium carbamate complex (2 . thf)(n), which has a unique tetrameric solid-state structure (n = 4) containing two boat-shaped (-LiO-COLiOCO-) rings joined by four inter-ring Li-O connections. The two-coordinate O atoms of these rings are near to the 2-Me groups of the indolyl residues, suggesting an explanation for second lithiation (and subsequent electrophilic substitution) of 2-alkylindoles and related heterocyclics occurring specifically at the 2-alkyl position.
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收藏
页码:4355 / 4356
页数:2
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