Paper
Reactions of Thienyl Containing Trisilane Under Irradiation
Published 1993 · W. Shi
Chinese Journal of Organic Chemistry
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Abstract
2-phenyl-2-furylhexamethyltrisilane and 2-phenyl-2-thienylhexamethyltrisilane (1) weresynthesized via Grignard-like reactions. The photolysis of 2-phenyl-2-furylhexamethyltrisilane inthe presence of 2,3-dimethyl-1,3-butadiene led to normal silylene-olefin addition and silylene C-Hinsertion reactions. Whereas, when 1 was photolyzed in the methanol-cyclohexene system, a radicalreaction mechanism is occurred. We suspect that the sulfur atom of the thienyl group strongly stabi-lized the silyl radical. This result was supported by both identifyling its typical radical reactions prod-ucts and ESR spectra of its quenching product with radical quencher.
Thienyl-containing trisilanes exhibit radical reactions under irradiation, suggesting the sulfur atom of the thienyl group strongly stabilizes the silyl radical.
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