Chem. J. Chinese Universities

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Synthesis of Arylenealkyne Conjugated Macrocycles Containing Long Alkylene Bridge

CHENG Xiao-Hong1, Hoeger Sigurd2   

    1. Key Laboratory of Medicinal Chemistry for Natural Resourse of Ministry of Education, School of Chemistry Science and Engineering, Yunnan University, Kunming 650091, China;
    2. Institut für Technische Chemie und Polymerchemie, Universitt Karlsruhe, Engesserstr. 18, 76131 Karlsruhe, Germany
  • Received:2006-02-27 Revised:1900-01-01 Online:2007-01-10 Published:2007-01-10
  • Contact: CHENG Xiao-Hong

Abstract: The synthesis of the first two arylenealkyne conjugated macrocycles containing long alkylene bridge via Glaser coupling of template-directed tetraacetylenes was reported. Tetraacetylenes intermediates with complex structures were constructed rapidly via quadruple Hagihara coupling of monoprotected bisacetylenes to appropriate tetraiodides and subsequent desilylation. The characterization of such compounds was carried out by NMR, GPC and UV-Vis spectra. Unfortunately the two compounds were not liquid crystals, without biaxial nematic mesophase characterc as expected.

Key words: Macrocycles, Arylenealkyne, Template, Biaxial nematic phase liquid crystal

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