Interaction of Tertiary Phosphines with Acetylenic Compouxds. Alkyl Migration Accompanied by C-P Bond Cleavage and Fragmentation During the Interaction of Trialkyphosphines with Phenylacetylene in the Presence of Proton Donors

Autor:	S. K. Barseghian, G. Ts. Gasparian, M. H. Injikian, M. Zh. Hovakimian
Rok vydání:	1990
Předmět:	chemistry.chemical_classification Proton Organic Chemistry Protonation Photochemistry Cleavage (embryo) Biochemistry Medicinal chemistry Inorganic Chemistry chemistry.chemical_compound Deprotonation chemistry Phenylacetylene Phosphonium Bond cleavage Alkyl
Zdroj:	Phosphorus, Sulfur, and Silicon and the Related Elements. 51:259-259
ISSN:	1563-5325 1042-6507
DOI:	10.1080/10426509008040793
Popis:	We have recently describedphosphobetaines with negative charge on β-carbon atom of vinyl group or on δ-carbon atom of l 1,3-butadienyl group prepared by interaction of trial-kylphosphines with acetylenic and vinylacetylenic compounds, respectively. In the course of developing these investigations an extra route of phosphobetaine formation has been found representing the deprotonation of corresponding phosphonium salts. It has been found that the reaction of trialkylphospliines with phenylacetylene in the presence of proton donors leads to the formation of an intermediate compound containing pentacovalent phosphorus linked with negatively charged oxygen atom. The intermediate undergoes a migration of alkyl group followed either by protonation of β-carbon atom or by unusual cleavage of P-C bond as a result of the electrons back transition
Databáze:	OpenAIRE
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