Selective halogen-lithium exchange reaction of bromine-substituted 25,26,27,28-tetrapropoxycalix[4]arene

被引:81
作者
Larsen, M
Jorgensen, M
机构
[1] Department of Solid State Physics, Materials Chemistry, RISØ National Laboratory, DK-4000 Roskilde
关键词
D O I
10.1021/jo9609440
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Methods are described for the selective bromine-lithium exchange reaction of bromine-substituted calix[4]arenes with either n-BuLi or t-BuLi in THF. Quenching of the lithiated calix[4]arenes with MeOH, D2O, CH3SSCH3, B(OCH3)(3), DMF, or CO2 as electrophiles resulted in 5-monosubstituted, 5,17-disubstituted, or 5,11,17,23-tetrasubstituted calix[4]arenes with H, D, SCH3, B(OH)(2), CHO, or COOH functionalities.
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页码:6651 / 6655
页数:5
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