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Synfacts 2006(9): 0901-0901
DOI: 10.1055/s-2006-942039
DOI: 10.1055/s-2006-942039
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York
A Porphyrin Molecular Tube
T. Ishida, Y. Morisaki, Y. Chujo*
Kyoto University, Japan
Further Information
Publication History
Publication Date:
23 August 2006 (online)
Significance
The synthesis of a porphyrin double dimer resembling a molecular tube is reported. The first dimerization is facilitated by acetylenic coupling of the single-ended porphyrin monomer, furnishing a molecular-wire-like structure. Two wires are subsequently held together by the template effect of 1,4-diazabicyclo[2.2.2]octane (DABCO), followed by olefin metathesis of the pre-installed terminal alkenes. The synthetic molecular tube is characterized by 1H, 13C NMR spectroscopy and MALDI-TOF MS spectroscopy.