Synthesis and fragmentation of new 2-phosphabicyclo[2.2.2]octene 2-oxides

György Keglevich, Helga Szelke, Annamária Tamás, Veronika Harmat, Krisztina Ludányi, Ágnes Gyöngyvér Vaskó, László Toke

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Abstract

The substitution pattern of the 2-phosphabicyclo[2.2.2]octene framework and the skeleton itself were varied to obtain new cycloadducts usable in phosphorylations and to study their ability to undergo fragmentation. Thus, an N-methyl and several P-trialkylphenyl derivatives (7 and 9, respectively) were synthesized, together with two diaza species (8) whose stereostructure was evaluated by single crystal X-ray analysis. Mechanistic studies on the UV light-mediated photolysis of the P-aryl phosphabicyclooctenes (9) in the presence of methanol supports the suggestion of a novel addition-elimination reaction path.

Original languageEnglish
Pages (from-to)626-632
Number of pages7
JournalHeteroatom Chemistry
Volume13
Issue number7
DOIs
Publication statusPublished - Jan 1 2002

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ASJC Scopus subject areas

  • Chemistry(all)

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