Synthesis of biphenanthrenyls and role of C-H•••X noncovalent interactions in conformational control

被引：15
|
作者：
Sharon, A [1 ]
Maulik, PR
Vithana, C
Ohashi, Y
Ram, VJ
机构：
[1] Cent Drug Res Inst, Mol & Struct Biol Div, Lucknow 226001, Uttar Pradesh, India
[2] Tokyo Inst Technol, Dept Chem & Mat Sci, Tokyo 152, Japan
[3] Cent Drug Res Inst, Div Med Chem, Lucknow 226001, Uttar Pradesh, India
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 2004卷 / 04期
关键词：
lactones; biaryls; conformational analysis;
D O I：
10.1002/ejoc.200300549
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient synthesis of the 1,2'-biphenanthrenyls 4a-c,f, 1,3'-biphenanthrenyls 4d,e, thiabiphenanthrenyl 4g, the benzo[h]chromen-2-ylideneacetonitrile 5a and the methyl benzo[h]chromen-2-ylideneacetate 5b through carbanion-induced ring transformation of 2H-pyran-2-ones 1 or 2 and the 1-naphthalenone 3a or thiochroman-4-one 3b separately is described. The structures of the biphenanthrenyls 4b and 4c have been confirmed by single-crystal X-ray diffraction. The conformations of 2b, 4b, 4c and 6 have also been studied to establish the role of C-H... X interaction in conformational control. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
引用
收藏
页码：886 / 893
页数：8
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