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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 4
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Original Articles

Pd/C‐Catalyzed Transfer‐Hydrogenation of Benzaldehydes to Benzyl Alcohols Using Potassium Formate as the Selective Hydrogen Donor

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Pages 643-650 | Received 14 Aug 2003, Published online: 16 Aug 2006
 

Abstract

Aromatic and aliphatic aldehydes are selectively reduced to primary alcohols under mild conditions with potassium formate in the presence of Pd/C catalyst. The high selectivity obtained is attributed due to the presence of the basic potassium bicarbonate generated in situ from the formate salt via the hydrogen transfer process. Molecular hydrogen shows similar activity in the presence of potassium carbonate salts. Ketones did not react under these conditions; therefore, this method is used to separate aldehydes selectively from a mixture of aldehydes and ketones.

Notes

aPd/C catalyst from different sources was used in this study: 5% Pd/charcoal T37 (Johnson Matthey batch no. F153); 5% Pd/graphite type 450 powder (Johnson Matthey Batch No. 97180A); 5% Pd/C (Engelhard, Lot No. 05201). No difference in activity is observed while using various batches of these catalysts.

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