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- Title
Synthesis of a Fragment of Crystalline Silicon: Poly(Cyclosilane).
- Authors
Press, Eric M.; Marro, Eric A.; Surampudi, Sravan K.; Siegler, Maxime A.; Tang, Joel A.; Klausen, Rebekka S.
- Abstract
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 α,ω-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 σ-π hybrid donor-acceptor polymer by catalytic hydrosilylation.
- Subjects
SILICON compounds; CHEMICAL synthesis; HYDROSILYLATION; ELECTROPHILES; POLYSILANES; METHYLSILANE
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 2, p583
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201610208