4.8 Article

Conversions of Cyclic Amines to Nylon Precursor Lactams Using Bulk Gold and Fumed Silica Catalysts

Journal

ACS CATALYSIS
Volume 1, Issue 7, Pages 703-708

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/cs200120c

Keywords

gold; oxidative-dehydrogenation; catalysis; amidine; hydrolysis; amine; caprolactam; nylon

Funding

  1. U.S. Department of Energy [DE-AC02-07CH11358]
  2. Iowa State University
  3. Direct For Mathematical & Physical Scien
  4. Division Of Chemistry [0809901] Funding Source: National Science Foundation

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Bulk gold powder (similar to 50 mu m) and alumina-supported gold catalyzed the oxidative dehydrogedation of 5-, 6-, and 7-membered cyclic amines to amidines. These amidines were hydrolyzed upon treatment with Aerosil 200 (fumed silica gel) and water, producing lactams in 42-73% yields and amines in 36-63% yields. The gold and Aerosil 200 catalysts could also be combined in a one-Pot reaction to catalyze the conversion of cyclic amines to lactams in yields up to 51%.

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