Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 2, Pages 568-572Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201610208
Keywords
hybrid materials; main-group polymers; polycycles; silanes; synthesis design
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Funding
- U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences [DE-SC0013906]
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We report a strategic synthesis of poly(cyclosilane), a well-defined polymer inspired by crystalline silicon. The synthetic strategy relies on the design of a functionalized cyclohexasilane monomer for transition-metal-promoted dehydrocoupling polymerization. Our approach takes advantage of the dual function of the phenylsilyl group, which serves a crucial role both in the synthesis of a novel alpha,omega-oligosilanyl dianion and as a latent electrophile. We show that the cyclohexasilane monomer prefers a chair conformation. The monomer design ensures enhanced reactivity in transition-metal-promoted dehydrocoupling polymerization relative to secondary silanes, such as methylphenylsilane. Comprehensive NMR spectroscopy yields a detailed picture of the polymer end-group structure and microstructure. Poly(cyclosilane) has red-shifted optical absorbance relative to the monomer. We synthesize a sigma-pi hybrid donor-acceptor polymer by catalytic hydrosilylation.
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