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A,C‐bridged calix[6]arene: Relationship between the length of bridge and conformation
Author(s) -
Gong ShuLing,
Chen YiKun,
Li Jun,
Duan HePing,
Chen YuanYin
Publication year - 2004
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20040220616
Subject(s) - chemistry , calixarene , bridge (graph theory) , acetonitrile , crystallography , stereochemistry , bridging (networking) , molecule , organic chemistry , anatomy , medicine , computer network , computer science
Three new A,C‐diamide bridged p‐tert ‐butylcalix[6]arenes were synthesized from p‐tert ‐butylcalix[6]arenes by bridging ClCH 2 CONH(CH 2 ) n NHCOCH 2 Cl ( n =3, 4, 6) in acetonitrile using K 2 CO 3 as a base in 17%‐25% yields. It was found that the bridged calix[6]arenes with shorter bridges ( n =2, 3, 4 in N ', N '‐bischloroacetodiamines) adopt cone conformation, but the last one ( n =6) adopts alternate conformation, i.e ., accompanying the lengthening of bridge, the conformation of A,C‐bridged calix[6]arenes changes from cone to alternate.