FUNCTIONALIZATION OF CALIX[4]- ARENES AT THE LOWER RIM AND SYNTHESIS OF CALIX[4](AZA)CROWNS

Chuan-Feng Chen LMRSS, Center for Molecular Sciences, Institute of Chemistry, The Chinese Academy of Sciences, Beijing, 100 080, P. R. China

Qi-Yu Zheng LMRSS, Center for Molecular Sciences, Institute of Chemistry, The Chinese Academy of Sciences, Beijing, 100 080, P. R. China

Yan-Song Zheng LMRSS, Center for Molecular Sciences, Institute of Chemistry, The Chinese Academy of Sciences, Beijing, 100 080, P. R. China

Zhi-Tang Huang LMRSS, Center for Molecular Sciences, Institute of Chemistry, The Chinese Academy of Sciences, Beijing, 100 080, P. R. China

Abstract

Both a monocalix[4]arene derivative 2 and a biscalix[4]arene 3 were isolated from the products of the reaction of p-tert-butylcalix[4]arene with 1,2-dibromoethane. Treating 2 with 2,6-bis(hydroxymethyl)pyridine, 2-aminophenol or 8-hydroxyquinoline, the calix[4](aza)-crowns 4, 5 or 6 were synthesized, respectively. The 1,3-disubstituted calix[4]arene derivative 8 was obtained by the reaction of p-tert-butylcalix[4]arene with p-nitro(2-chloroacetanilide). Reduction of 8 with NaBH₄ gave an open calix[4](diaza)crown compound 9.

ACKNOWLEDGMENT

This work was supported by The National Natural Science Foundation of China.

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FUNCTIONALIZATION OF CALIX[4]- ARENES AT THE LOWER RIM AND SYNTHESIS OF CALIX[4](AZA)CROWNS

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FUNCTIONALIZATION OF CALIX[4]- ARENES AT THE LOWER RIM AND SYNTHESIS OF CALIX[4](AZA)CROWNS

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