Abstract
The liquid-phase hydrogenation of pinane hydroperoxide (PHP) to pinanol on a Pd/C catalyst at 20–80°C and hydrogen pressures of 1–11 atm was studied. It was found that the rate of hydrogenation decreased with PHP concentration. The rate of PHP hydrogenation dramatically increased as the pressure of hydrogen was increased in a range of 2.5–3 atm. A mechanism was proposed for the hydrogenation of PHP. According to this mechanism, the step of hydrogen activation (homolytic or heterolytic addition) depends on the redox properties of the catalyst surface (the ratio between adsorbed PHP species and H2). It was found that pinanol can be prepared with high selectivity by the hydrogenation of PHP on a Pd/C catalyst under mild conditions.
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Il'ina, I.I., Simakova, I.L. & Semikolenov, V.A. Kinetics of the Hydrogenation of Pinane Hydroperoxide to Pinanol on Pd/C. Kinetics and Catalysis 43, 652–656 (2002). https://doi.org/10.1023/A:1020691626999
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DOI: https://doi.org/10.1023/A:1020691626999