Rates of sulphurated sodium borohydride (NaBH2S3) reduction of some ketones (acetone, acetophenones, benzophenones, and fluorenone) in tetrahydrofuran have been measured. Results for the two series (acetophenones and benzophenones) studied fit the Hammett equation with high ρ+ values (+2.531 for acetophenones and +1.982 for benzophenones) thus suggesting that BH2S3 - ion is a moderately strong nucleophile. Thermodynamic parameters have been evaluated and a suitable mechanism for these reactions has been proposed.
|Original language||English (US)|
|Number of pages||5|
|Journal||Journal of the Chemical Society, Perkin Transactions 2|
|State||Published - 1976|
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