Reactions of a stable phosphinyl radical with stable aminoxyl radicals

Shintaro Ishida; Fumiya Hirakawa; Takeaki Iwamoto

doi:10.1246/cl.140885

Reactions of a stable phosphinyl radical with stable aminoxyl radicals

Shintaro Ishida, Fumiya Hirakawa, Takeaki Iwamoto

SCI - Chemistry

Tohoku University

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

Reaction of stable phosphinyl radical 1a with AZADO gave aminoxyphosphine 3 as the primary product by selective radical coupling at ¹40 °C. Compound 3 decomposed to phosphorane 4, silyl phosphinate 5, and aminophosphine 6 at room temperature. The molecular structures of 4-6 were determined by X-ray structural analysis. The homolytic N-O bond cleavage of 3 and the subsequent silyl migration of the resulting phosphinoyl radical 7 would be key steps in the reaction.

Original language	English
Pages (from-to)	94-96
Number of pages	3
Journal	Chemistry Letters
Volume	44
Issue number	1
DOIs	https://doi.org/10.1246/cl.140885
Publication status	Published - 2015

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10.1246/cl.140885

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abstract = "Reaction of stable phosphinyl radical 1a with AZADO gave aminoxyphosphine 3 as the primary product by selective radical coupling at 140 °C. Compound 3 decomposed to phosphorane 4, silyl phosphinate 5, and aminophosphine 6 at room temperature. The molecular structures of 4-6 were determined by X-ray structural analysis. The homolytic N-O bond cleavage of 3 and the subsequent silyl migration of the resulting phosphinoyl radical 7 would be key steps in the reaction.",

author = "Shintaro Ishida and Fumiya Hirakawa and Takeaki Iwamoto",

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AU - Ishida, Shintaro

AU - Hirakawa, Fumiya

AU - Iwamoto, Takeaki

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N2 - Reaction of stable phosphinyl radical 1a with AZADO gave aminoxyphosphine 3 as the primary product by selective radical coupling at 140 °C. Compound 3 decomposed to phosphorane 4, silyl phosphinate 5, and aminophosphine 6 at room temperature. The molecular structures of 4-6 were determined by X-ray structural analysis. The homolytic N-O bond cleavage of 3 and the subsequent silyl migration of the resulting phosphinoyl radical 7 would be key steps in the reaction.

AB - Reaction of stable phosphinyl radical 1a with AZADO gave aminoxyphosphine 3 as the primary product by selective radical coupling at 140 °C. Compound 3 decomposed to phosphorane 4, silyl phosphinate 5, and aminophosphine 6 at room temperature. The molecular structures of 4-6 were determined by X-ray structural analysis. The homolytic N-O bond cleavage of 3 and the subsequent silyl migration of the resulting phosphinoyl radical 7 would be key steps in the reaction.

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Reactions of a stable phosphinyl radical with stable aminoxyl radicals

Abstract

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