Kinetics of reduction of 1,5-diarylpenta-1,4-dien-3-ones with sodium borohydride in propan-2-ol
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 14,p. 2076-2081
- https://doi.org/10.1039/p29720002076
Abstract
Symmetrically disubstituted 1,5-diarylpenta-1,4-dien-3-ones undergo quantitative 1,2-addition with sodium borohydride in propan-2-ol. The rate coefficients for reduction of the para- and meta-substituted compounds correlate with the Hammett equation, yielding a ρ value of 0·913 at 40 °C. The influence of ortho-, meta-, and para-substituents on the rate of reduction are linearly related to the hydrolytic reactivities of the corresponding ethyl trans-cinnamates.Keywords
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