Phosphirenes and azaphosphetines: X. 1-aza-2-phosphabutadienes in electrophilic addition of P-haloiminophosphines to 1-alkoxyacetylenes: Synthesis and chemical propertiesстатья
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Дата последнего поиска статьи во внешних источниках: 14 сентября 2013 г.
Аннотация:Reaction of P-chloro-, P-bromo-, and P-iodoiminophosphines with 1-alkoxyacetylenes proceeds as an electrophilic regioselective addition across the triple bond with conservation of biscoordinate phosphorus providing 1-aza-2-phosphabutadienes. The stereochemistry of the resulting product depends on the character of the alkyl and alkoxy substituents in the alkyne, on the halogen in the iminophosphine, on the polarity of the solvent and the concentration of reagents. The azaphosphabutadienes easily enter into [2+1]-cycloaddition with the second equiv of alkyne to furnish P-alkenyl-substituted phosphirenes. They also add hydrogen halides to the P=N bond forming acyl halides of alkenylphosphonous acids amides. The possibility of Z/E-isomerization of the alkenyl moiety in all the compounds synthesized was investigated.