Volume 22, Issue 6 pp. 573-576
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A,C-bridged calix[6]arene: Relationship between the length of bridge and conformation

Shu-Ling Gong

Shu-Ling Gong

College of Chemistry and Molecular Science, Wuhan University, Wuhan, Hubei 430072. China

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Yi-Kun Chen

Yi-Kun Chen

College of Chemistry and Molecular Science, Wuhan University, Wuhan, Hubei 430072. China

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Jun Li

Jun Li

College of Chemistry and Molecular Science, Wuhan University, Wuhan, Hubei 430072. China

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He-Ping Duan

He-Ping Duan

College of Chemistry and Molecular Science, Wuhan University, Wuhan, Hubei 430072. China

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Yuan-Yin Chen

Yuan-Yin Chen

College of Chemistry and Molecular Science, Wuhan University, Wuhan, Hubei 430072. China

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First published: 26 August 2010
Citations: 1

Abstract

Three new A,C-diamide bridged p-tert-butylcalix[6]arenes were synthesized from p-tert-butylcalix[6]arenes by bridging ClCH2CONH(CH2)nNHCOCH2Cl (n=3, 4, 6) in acetonitrile using K2CO3 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.

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