Regioselective monoalkylation of calixarenes.: Synthesis of homodimer calixarenes

被引:34
作者
Santoyo-González, F [1 ]
Torres-Pinedo, A [1 ]
Sanchéz-Ortega, A [1 ]
机构
[1] Univ Granada, Fac Ciencias, Dept Quim Organ, Inst Biotecnol, E-18071 Granada, Spain
关键词
D O I
10.1021/jo0003495
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The selective monoalkylation at the smaller (lower) rim of the p-tert-butylcalix[4]- and -[6]arenes using bis(butyltin)oxide and different alkylating agents is described. The procedure is remarkable for the mild conditions used allowing an efficiently access to monoalkylated calixarene derivatives in moderate to good yields. Monoalkynylcalix[4]arene and monoalkynylcalix[6]arene have been synthetically exploited for the synthesis of bis-calix[n]arenes (n = 4, 6) with a diyne bridge by oxidative coupling of alkynes. In addition, intermolecular methathesis of the obtained monoalkenyl-calix[4]arene allowed the preparation of bis-calix[4]arene that are single bridged at the smaller (lower) rim with a 2-butenyl moiety.
引用
收藏
页码:4409 / 4414
页数:6
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