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Updated: Jul 9, 2026

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
Published on: April 10, 2015
Stannaacetylene (RSn[triple bond]CR') showing carbene-like reaction mode
Wataru Setaka1, Katsuyuki Hirai, Hideo Tomioka
1Department of Chemistry, Graduate School of Science, Tohoku University, and Photodynamics Research Center, RIKEN (The Institute of Physical and Chemical Research), Aoba-ku, Sendai, Japan.
Abstract:
Photolysis of diazomethylstannylene 2 (ArSn-C(N2)Si(i-Pr)3, Ar = C6H3-2,6-Tip2 (Tip = C6H2-2,4,6-(i-Pr)3)) generated formal stannaacetylene 1 as a reactive intermediate, which was evidenced by the formation of cyclic arylalkylstannylene 4 via an intramolecular carbene insertion to a CH bond of isopropyl groups. The structures of the compounds 2 and 4 were fully characterized by X-ray crystallography. Stannaacetylene 1 was directly observed by laser flash photolysis of 2; lambdamax = 355 nm, tau = 50 ms at room temperature. No triplet ESR signals were observed during the photolysis of 2 in 3-methylpentane glass matrix at 77 K, indicating the singlet nature of 1. Theoretical calculations for the parent stannaacetylene suggest that the stannaacetylene is characterized as a SnC triple-bonded compound with a significant contribution of stannylene-(doubly excited)carbene structure.
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