Dehydrosilylation versus α-coupling in the electron-transfer of enol silyl ethers to quinones. Strong solvent effect on photogenerated ion pairs
- 1 January 1993
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 4,p. 595-597
- https://doi.org/10.1039/p29930000595
Abstract
Time-resolved (picosecond) spectroscopy identifies the critical role of solvent polarity in modulating the ion-pair dynamics of the reactive intermediate [CTE˙+, CA˙–] from the photoinduced electron transfer of cyclohexanone enol trimethylsilyl ether (CTE) and chloranil (CA) to yield selectively the dehydrosilylated enone 1 in dichloromethane but the oxidative adduct 2 in acetonitrile.Keywords
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