Organometallic diazoalkanes. Part I. Synthesis and characterisation of simple group IVBorganometallic diazomethanes, and the tin–carbon cleavage reactions of bis(trimethylstannyl)diazomethane
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in J. Chem. Soc. A
- p. 2954-2959
- https://doi.org/10.1039/j19700002954
Abstract
The synthesis and characterisation of the Group IVB organometallic diazomethanes is described. The compounds prepared were Me3Si·CHN2, (Me3M)2CN2(M = Ge, Sn, or Pb), Me3Si(Me3Sn)CN2, (Ph3Ge)2, and (R3Sn)2CN2(R = Et, Bun, or Ph). Two preparative methods have been explored: from diazomethane and the metal amide R3M·NMe2, and from diazomethyl-lithium and the appropriate chloride; their scope and limitation is discussed. The compounds are volatile, non-explosive, photosensitive, and reactive. Six Sn–C cleavage reactions of (Me3Sn)2CN2 are described; nitrogen is generally lost and the carbene (Me3Sn)2C: may be an intermediate.Keywords
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