Variations in the solid-state, solution and theoretical structures of a laterally deprotonated aromatic tertiary amide

被引:15
作者
Armstrong, DR
Clayden, J
Haigh, R
Linton, DJ
Schooler, P
Wheatley, AEH
机构
[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England
[2] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland
[3] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
关键词
D O I
10.1039/b302283h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of 2-ethyl-N,N-diisopropyl-1-naphthamide 3 with (BuLi)-Li-t in tetrahydrofuran (thf) affords a laterally metallated derivative which exists as a tris( thf) solvated monomer with no Li-C interaction and an sp(2) hybridised carbanionic centre in the solid-state; NMR spectroscopy suggests that this structure is viable in solution but that Li-C bonded atropisomers are also possible and calculations corroborate these data.
引用
收藏
页码:1694 / 1695
页数:2
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