Coupling reactions of phenylacetylene with water, hydrogen sulfide and primary amines mediated by a Ru(II) phenylvinylidene complex
- Istituto per lo Studio della Stereochimica ed Energetica dei Composti di Coordinazione, Florence (Italy); and others
The Ru(II) fragment [(PNP)RuCl{sub 2}] assists the reaction of phenylacetylene with water, hydrogen sulfide and primary amines to give carbonyl, {eta}{sup 1}-benzylthioaldehyde, and isonitrile complexes, respectively [PNP = CH{sub 3}CH{sub 2}CH{sub 2}N(CH{sub 2}CH{sub 2}PPh{sub 2}){sub 2}]. In all of these processes, the reaction is initiated by the 1-alkyne to vinylidene tautomerization at the Ru(II) center, followed by attack of the H{sub 2}Z molecule (Z = O, S, NR) on the vinylidene ligand. The mechanisms which account for these transformations have been completely elucidated and several of the intermediates in these reactions have been isolated and fully characterized. The scope of these reactions in view of their potential applications in organic syntheses involving thioaldehydes and optically pure isonitriles will be briefly presented.
- OSTI ID:
- 250133
- Report Number(s):
- CONF-9508100--
- Country of Publication:
- United States
- Language:
- English
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