Double-two-point and four-point intramolecular bridging of p-tert-butylcalix[8]arene

被引:9
|
作者
Cunsolo, F [1 ]
Consoli, GML [1 ]
Piattelli, M [1 ]
Neri, P [1 ]
机构
[1] CNR,IST STUDIO SOSTANZE NAT INTERESSE ALIMENTARE & CH,I-95028 VALVERDE,CT,ITALY
关键词
D O I
10.1016/0040-4039(95)02250-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Calix[8]arenes bis-bridged at the lower rim with ortho- or meta-xylene unit (3a-b and 4a-b) have been obtained in high yields by reaction of 1,3,5,7-tetra-O-substituted calix[8]arenes with 1,2- or 1,3-bis(bromomethyl)benzene. The use of 1,2,4,5-tetrakis(bromomethyl)benzene afforded the four-point intrabridged calix[8]arenes 5a-b in yields up to 41%. VT NMR studies indicated that the flipping motion of aromatic rings in these compounds is inhibited by the intramolecular bridging. Molecular modeling suggested an unprecedented pseudo pleated loop conformation for compounds 5a-b.
引用
收藏
页码:715 / 718
页数:4
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