4.5 Article

General Synthesis and Optical Properties of N-Aryl-N′-Silylcliazenes

Journal

ORGANOMETALLICS
Volume 38, Issue 24, Pages 4679-4686

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.organomet.9b00654

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Funding

  1. Alexander von Humboldt Foundation
  2. Einstein Foundation Berlin
  3. Cluster of Excellence Unifying Systems in Catalysis of the Deutsche Forschungsgemeinschaft [EXC 2008/1]

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While organo-substituted diazenes (R-1-N=N-R-2 with R = alkyl, aryl) are a well-studied class, of compounds, much less is known about their heavier group 14 analogues, notably because of their perceived instability. We report herein a general oxidative protocol to prepare various N-aryl-N'-silyldiazenes by a fast and mild dehydrogenation of the corresponding silylhydrazines using di-tert-butylazodicar-boxylate as an oxidant. The optical properties of these stable blue to purple silyldiazenes were also studied by UV/visible absorption spectroscopy and supported by TD-DFT calculations.

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