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Synthesis of the first 1,3-disubstituted 1,3-butadienyl heteroannular bridged [4]ferrocenophane
Authors:Kai-Qiang Wu  Yong-Fan Zhang  Yao-Feng Yuan
Affiliation:a Department of Chemistry, Fuzhou University, Qi Shan Campus, 2 Xue Yuan Road, Fuzhou, Fujian 350108, China
b State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China
c State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, China
Abstract:An unusual heteroannular cyclization of methyl 4-(((1′-(trimethylsilyl)ethynyl)ferrocenyl)ethynyl)benzoate (11) under the basic desilylation condition yielded 1,1′-(l-methoxy-3-(4′-(methoxycarbonyl)phenyl)-1,3-butadienylene)ferrocene (7), the first reported 1,3-disubstituted 1,3-butadienyl heteroannular bridged [4]ferrocenophane. Compound 7 has been characterized by elemental analysis, IR spectra, 1H NMR spectroscopy and X-ray diffraction analysis. The electrochemical behavior has been investigated by cyclic voltammetry. The DFT calculation results of 7 are also reported.
Keywords:[4]Ferrocenophane   Alkynylferrocene   Desilylation   Heteroannular cyclization
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