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Synfacts 2008(10): 1042-1042  
DOI: 10.1055/s-2008-1078039
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

A Zwitterionic Ladder

Contributor(s): Timothy M. Swager, Jan M. Schnorr
A. Fukazawa, H. Yamada, S. Yamaguchi*
Nagoya University and Japan Science and Technology Agency, Nagoya, Japan
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Publication History

Publication Date:
22 September 2008 (online)

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Significance

The authors present the synthesis of the phosphonium- and borate-bridged zwitter­ionic ladder stilbenes 3 and 4 as well as their extended analogues 7 and 9. Treatment of the monoborylated biphenylacetylene 2 with Cy2PCl or (t-Bu)2PCl led to the bridged products via spontaneous cascade cyclization while the di­phenylphosphanyl group in 5 was not nucleophilic enough to yield the bridged product.