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Molecular recognition of naphthalenediamine by polyamine modified β-cyclodextrin:yttrium metal complexes

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Abstract

The 6-OH group of β-cyclodextrin was modified by diethylene triamine and triethylene tetramine, respectively, mono[6-diethylenetriamino]-6-deoxy-β-cyclodextrin (DTCD) and mono[6-triethylenetetraamino]-6-deoxy-β-cyclodextrin (TTCD) were synthesized, which included 1,5-naphthalenediamine and 1,8-naphthalenediamine, respectively, in the presence of rare earth metal yttrium chloride. As a result, four ternary inclusion complexes (host–guest-metal) formed, which were characterized via 1HNMR spectroscopy. The chemical shift variations of host and guest molecules were studied. The stoichiometric proportion of host and guest molecules is 2:1 for all the complexes. Signal degeneration still exists for the guest molecules after the inclusion process, which verifies the symmetrical conformation of guest molecules inside the cavities of two host molecules. All the four complexes exhibit “sandwich”-typed structure.

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Acknowledgment

Our research was financially assisted by Project No.DC10040106, Chinese University research funding.

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Authors and Affiliations

  1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, 116012, Liaoning, China

    Huiming Jiang & Shufen Zhang

  2. College of Life Science, Dalian Nationalities University, Dalian, 116600, Liaoning, China

    Huiming Jiang & Hong Yang

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  1. Huiming Jiang
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  2. Hong Yang
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Correspondence to Huiming Jiang.

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Jiang, H., Yang, H. & Zhang, S. Molecular recognition of naphthalenediamine by polyamine modified β-cyclodextrin:yttrium metal complexes. J Incl Phenom Macrocycl Chem 73, 415–421 (2012). https://doi.org/10.1007/s10847-011-0079-3

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  • DOI: https://doi.org/10.1007/s10847-011-0079-3

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