Synthesis and Amino Acids Complexation Properties of Thiacalix-1,3-2,4-aza-bis-crowns

Chem. J. Chinese Universities

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Synthesis and Amino Acids Complexation Properties of Thiacalix-1,3-2,4-aza-bis-crowns

YANG Fa-Fu¹*, HUANG Cui-Yu¹, ZHAO Xia¹, ZHENG Si-Ning¹, PENG Qi²

1. College of Chemistry and Materials, Fujian Normal University, Fuzhou 350007, China;
2. State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002, China

Received:2006-05-29 Revised:1900-01-01 Online:2007-05-10 Published:2007-05-10
Contact: YANG Fa-Fu

Abstract

Abstract: Thiacalixarene is an interesting novel member of the calixarene family. Thiacalixcrowns were paid much attention due to their particular structures and excellent complexation capabilities. In this paper, by reacting p-tert-butylthiacalixarene tetrahydrazide derivative 2 with o-phthalaldehyde, the first example of thiacalix-1,3-2,4-aza-bis-crowns with 1,3-alternate conformation was prepared with “1+2” condensation mode in a 65% yield. Its structure was characterized by elemental analysis, ESI-MS, ¹H NMR spectrum. Its complexation properties for series of α-amino acids were studied via UV-Vis and ¹H NMR spectra. Their high complexing constants suggest novel thiacalixbiscrown 3 possessed excellent comple-xation abilities for tested amino acids. The correlation coefficients and the ¹H NMR spectra change of comple-xation experiments indicate that compound 3 formed 1∶1 stoichiometric complex with amino acids.

Key words: Thiacalixbiscrown, Aza, Amino acid, Complexation

CLC Number:

O621.3

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YANG Fa-Fu¹*, HUANG Cui-Yu¹, ZHAO Xia¹, ZHENG Si-Ning¹, PENG Qi². Synthesis and Amino Acids Complexation Properties of Thiacalix-1,3-2,4-aza-bis-crowns[J]. Chem. J. Chinese Universities, doi: .

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Synthesis and Amino Acids Complexation Properties of Thiacalix-1,3-2,4-aza-bis-crowns

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