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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 24
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Original Articles

Development of a Practical and Scalable Preparation using Sonication of Pd/Fibroin Catalyst for Chemoselective Hydrogenation

, , , , , , & show all
Pages 4381-4388 | Received 31 Jan 2007, Published online: 14 Dec 2007
 

Abstract

A practical and efficient preparation method of palladium‐fibroin (Pd/Fib), silk‐fibroin‐supported Pd(0) by means of sonication, has been developed. The Pd/Fib catalyst could be prepared within 12 h at room temperature starting from commercial silk‐fibroin and Pd(OAc)2 in MeOH, whereas our previous preparation method required at least 4 days. The present improved process is applicable to a large‐scale preparation of Pd/Fib. The Pd/Fib prepared by the present method also catalyzed chemoselective hydrogenation of acetylenes, olefins, and azides in the presence of aromatic ketones, aldehydes, and halides; N‐Cbz protective groups; and benzyl esters, which are readily hydrogenated under the Pd/C‐ or Pd/C(en)‐catalyzed hydrogenation conditions.

Acknowledgment

This work was supported by the Research Foundation of Gifu Pharmaceutical University and Wako Pure Chemical Industries, Ltd.

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