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Synfacts 2006(10): 1012-1012  
DOI: 10.1055/s-2006-949363
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

An Aryl-trans Poly(p-phenylenephosphaalkene)

Contributor(s): Timothy M. Swager, Yong Yang
V. A. Wright, B. O. Patrick, C. Schneider, D. P. Gates*
University of British Columbia, Vancouver, Canada
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Publication History

Publication Date:
21 September 2006 (online)

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Significance

An all-Z- (namely, aryl-trans) poly(p-phenylenephosphaalkene) (PPP) is synthesized by Becker reaction when the comonomer with a bulky aryl P-substituent (C6Me4) is utilized. This is a substantial progress since the first synthesis of PPP (an E/Z mixture) by the same research group (Angew. Chem. Int. Ed. 2002, 41, 2389-2392). The new Z-PPP, obviously an analogue of important poly(p-phenylenevinylene) (PPV), is shown to have fairly good π-conjugation although the bulky C6Me4 moieties make the backbone a little twisted. The conclusion is solidly drawn from the systematical investigation of the PPP and a series of model small molecules by UV/Vis spectroscopy and X-ray crystallography.