EPR evidence for α-triphenylstannylvinyl radicals in the O-directed hydrostannation of dialkylacetylenes with Ph3SnH/cat. Et3B/O2

Hamish A. Watson; Alistair J. Fielding; Karl J. Hale

doi:10.1039/d1cc01702k

EPR evidence for α-triphenylstannylvinyl radicals in the O-directed hydrostannation of dialkylacetylenes with Ph₃SnH/cat. Et₃B/O₂

Hamish A. Watson, Alistair J. Fielding^*, Karl J. Hale

^*Corresponding author for this work

Queen's University Belfast

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

Abstract

Here we provide definitive EPR evidence for the existence of α-triphenylstannylvinyl radicals in the low temperature O-directed free radical hydrostannation of dialkyl propargylic alcohols with Ph₃SnH/cat. Et₃B and O₂in PhMe. Isotropic hyperfine splitting patterns and spectral simulations confirm the assignments made. In the case of the α-triphenylstannylvinyl radical(Z)-2, an isotopic^119/117Sn hyperfine coupling constant of 9.5 mT (95 G) was measured along with a¹H^βhyperfine coupling constant of 1.1 mT.

Original language	English
Pages (from-to)	7449-7452
Number of pages	4
Journal	Chemical Communications
Volume	57
Issue number	60
DOIs	https://doi.org/10.1039/d1cc01702k
Publication status	Published - 4 Aug 2021

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abstract = "Here we provide definitive EPR evidence for the existence of α-triphenylstannylvinyl radicals in the low temperature O-directed free radical hydrostannation of dialkyl propargylic alcohols with Ph3SnH/cat. Et3B and O2in PhMe. Isotropic hyperfine splitting patterns and spectral simulations confirm the assignments made. In the case of the α-triphenylstannylvinyl radical(Z)-2, an isotopic119/117Sn hyperfine coupling constant of 9.5 mT (95 G) was measured along with a1Hβhyperfine coupling constant of 1.1 mT.",

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AU - Watson, Hamish A.

AU - Fielding, Alistair J.

AU - Hale, Karl J.

N1 - Publisher Copyright: © The Royal Society of Chemistry 2021.

PY - 2021/8/4

Y1 - 2021/8/4

N2 - Here we provide definitive EPR evidence for the existence of α-triphenylstannylvinyl radicals in the low temperature O-directed free radical hydrostannation of dialkyl propargylic alcohols with Ph3SnH/cat. Et3B and O2in PhMe. Isotropic hyperfine splitting patterns and spectral simulations confirm the assignments made. In the case of the α-triphenylstannylvinyl radical(Z)-2, an isotopic119/117Sn hyperfine coupling constant of 9.5 mT (95 G) was measured along with a1Hβhyperfine coupling constant of 1.1 mT.

AB - Here we provide definitive EPR evidence for the existence of α-triphenylstannylvinyl radicals in the low temperature O-directed free radical hydrostannation of dialkyl propargylic alcohols with Ph3SnH/cat. Et3B and O2in PhMe. Isotropic hyperfine splitting patterns and spectral simulations confirm the assignments made. In the case of the α-triphenylstannylvinyl radical(Z)-2, an isotopic119/117Sn hyperfine coupling constant of 9.5 mT (95 G) was measured along with a1Hβhyperfine coupling constant of 1.1 mT.

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ER -

EPR evidence for α-triphenylstannylvinyl radicals in the O-directed hydrostannation of dialkylacetylenes with Ph₃SnH/cat. Et₃B/O₂

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