Azo bond hydrogenation with hydrazine, R-NHNH2, and hydrazobenzene

Authors

William M. Koppes, Naval Surface Warfare Center
Jesse S. Moran, University of Rhode Island
Jimmie C. Oxley, University of Rhode IslandFollow
James L. Smith, University of Rhode IslandFollow

Document Type

Article

Date of Original Version

5-12-2008

Abstract

Hydrogenation of azo bonds with hydrazine, mono-substituted hydrazine, and hydrazobenzene was studied with selected diazene compounds under oxygen-free conditions. The reactions proceed rapidly and in high yield in several solvents, utilizing all N-H protons. While the reduction process is accompanied by the evolution of nitrogen gas in the case of N2H4, the intermediacy of diimide could not be confirmed by standard trapping experiments. © 2008 Elsevier Ltd.

Publication Title, e.g., Journal

Tetrahedron Letters

Volume

49

Issue

20

Citation/Publisher Attribution

Koppes, William M., Jesse S. Moran, Jimmie C. Oxley, and James L. Smith. "Azo bond hydrogenation with hydrazine, R-NHNH2, and hydrazobenzene." Tetrahedron Letters 49, 20 (2008): 3234-3237. doi: 10.1016/j.tetlet.2008.03.083.