Studies on the Mechanism of Transfer Hydrogenation of Nitroarenes by Formate Salts Catalyzed by Pd/C

Harold Wiener; Jochanan Blum; Yoel Sasson

doi:10.1021/jo00014a029

Studies on the Mechanism of Transfer Hydrogenation of Nitroarenes by Formate Salts Catalyzed by Pd/C

Harold Wiener, Jochanan Blum, Yoel Sasson^*

^*Corresponding author for this work

Institute of Chemistry

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

66 Scopus citations

Abstract

The hydrogenation of nitroarenes to aminoarenes using formate salts as hydrogen donors and Pd/C as catalyst in a liquid/liquid/solid system was found to be a true hydrogen-transfer process. The mechanism of the reaction comprises successive adsorption of all three substrates to a single catalytic active site in the following order: nitroareane, formate anion, and water. Optimal concentrations of the substrates should be maintained to attain maximum reaction rate and overall yield. A general reaction mechanism is proposed.

Original language	English
Pages (from-to)	4481-4486
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	56
Issue number	14
DOIs	https://doi.org/10.1021/jo00014a029
State	Published - 1 Jul 1991

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abstract = "The hydrogenation of nitroarenes to aminoarenes using formate salts as hydrogen donors and Pd/C as catalyst in a liquid/liquid/solid system was found to be a true hydrogen-transfer process. The mechanism of the reaction comprises successive adsorption of all three substrates to a single catalytic active site in the following order: nitroareane, formate anion, and water. Optimal concentrations of the substrates should be maintained to attain maximum reaction rate and overall yield. A general reaction mechanism is proposed.",

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N2 - The hydrogenation of nitroarenes to aminoarenes using formate salts as hydrogen donors and Pd/C as catalyst in a liquid/liquid/solid system was found to be a true hydrogen-transfer process. The mechanism of the reaction comprises successive adsorption of all three substrates to a single catalytic active site in the following order: nitroareane, formate anion, and water. Optimal concentrations of the substrates should be maintained to attain maximum reaction rate and overall yield. A general reaction mechanism is proposed.

AB - The hydrogenation of nitroarenes to aminoarenes using formate salts as hydrogen donors and Pd/C as catalyst in a liquid/liquid/solid system was found to be a true hydrogen-transfer process. The mechanism of the reaction comprises successive adsorption of all three substrates to a single catalytic active site in the following order: nitroareane, formate anion, and water. Optimal concentrations of the substrates should be maintained to attain maximum reaction rate and overall yield. A general reaction mechanism is proposed.

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Studies on the Mechanism of Transfer Hydrogenation of Nitroarenes by Formate Salts Catalyzed by Pd/C

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