Investigation of the reactivity of thiophene compounds towards butyllithium using the molecular electrostatic potential

被引：5
|
作者：
Blockhuys, F [1 ]
Peten, C [1 ]
Van Alsenoy, C [1 ]
Geise, HJ [1 ]
机构：
[1] Univ Instelling Antwerp, Dept Chem, B-2610 Wilrijk, Belgium
来源：
JOURNAL OF MOLECULAR STRUCTURE | 1998年 / 445卷 / 1-3期
关键词：
thiophene reactivity; butyllithium metallation conditions; molecular electrostatic potential;
D O I：
10.1016/S0022-2860(97)00424-9
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
We calculated the total molecular electrostatic potential of six thiophene derivatives. This potential portrays the path of approach and coordination site of an electrophile. The calculations reproduce the known regioselectivity of BuLi mediated lithiation reactions and rationalize the low reactivity of BuLi towards 3,3'-dimethoxy-2,2'-bithienyl and lead to a better procedure to polymerize trans-1,2-bis(3-methoxy-2-thienyl)ethene. (C) 1998 Elsevier Science B.V.
引用
收藏
页码：187 / 195
页数：9
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