In the Dark and in the Light: Homogeneous and Heterogeneous Catalytic Activation of 1,2-Diazenes

U. Dürr; H. Kisch

doi:10.1055/s-1997-1035

Synlett 1997; 1997(12): 1335-1341
DOI: 10.1055/s-1997-1035

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In the Dark and in the Light: Homogeneous and Heterogeneous Catalytic Activation of 1,2-Diazenes

U. Dürr, H. Kisch^*

^*Institute for Inorganic Chemistry, University of Erlangen-Nürnberg, Egerlandstr. 1, D-91058 Erlangen, Germany, Telefax: Int. code +9131/857363; E-mail: kisch@anorganik.uni-erlangen.de

Abstract

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The N=N bond of a 1,2-diazene is activated for thermal and photochemical C-N coupling with alkynes and olefins respectively. In the first case iron carbonyls assist the formation of 1,2,3-diazepinones from cyclic diazenes while cobalt(I) and rhodium(I) complexes catalyze mono- or double insertions into the ortho-C-H bonds of azobenzenes affording 2-stilbenylazobenzenes and N-anilinoindole derivatives, respectively. In the second case allylhydrazines are synthesized by semiconductor (ZnS, CdS) photocatalyzed addition of olefins or allyl/enol ethers to azobenzenes.

insertion of alkynes - transition metal catalysis - semiconductor - photochemistry - 1,2-Diazenes

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