Well-defined hydrogen and organofunctional polysiloxanes with spiro-fused siloxane backbones

Organofunctional polysiloxanes with functionalized substituents on their silicon atoms form a class of silicone material with widespread applications. A well-established synthetic route to an organofunctional polysiloxane involves the post-functional hydrosilylation of a functionalized olefin with a...

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Bibliographic Details
Published in:Polymer chemistry 2021-04, Vol.12 (15), p.2222-2227
Main Authors: Kawatsu, Takahiro, Fuchise, Keita, Takeuchi, Katsuhiko, Choi, Jun-Chul, Sato, Kazuhiko, Matsumoto, Kazuhiro
Format: Article
Language:English
Subjects:
Alkenes
Couplings
Hydrosilylation
Polymer chemistry
Polysiloxanes
Silicon
Silicones
Siloxanes
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Summary:Organofunctional polysiloxanes with functionalized substituents on their silicon atoms form a class of silicone material with widespread applications. A well-established synthetic route to an organofunctional polysiloxane involves the post-functional hydrosilylation of a functionalized olefin with a ready-made polysiloxane bearing a Si-H group. In this paper, structurally well-defined macrocyclic polysiloxanes with unique spirosiloxane units and regularly arranged Si-H groups along the main chain are selectively synthesized by the B(C 6 F 5 ) 3 -catalyzed dehydrocarbonative cross-couplings of spirosiloxane monomers bearing two isopropoxysilane moieties with trihydrosilanes (the Piers-Rubinsztajn reaction). Macrocyclic polysiloxanes bearing Si-H groups prepared in this manner are successfully transformed into novel organofunctional polysiloxanes without degrading their well-defined macrocyclic and spiro structures by the Pt-catalyzed hydrosilylations of functionalized olefins. Structurally well-defined macrocyclic polysiloxanes with unique spirosiloxane units and regularly arranged Si-H groups were synthesized by B(C 6 F 5 ) 3 -catalyzed dehydrocarbonative cross-couplings.
ISSN:1759-9954
1759-9962
DOI:10.1039/d0py01503b