Novel 2-Phosphabicyclo[2.2.2]oct-5-ene Derivatives and Their Use in Phosphinylations

György Keglevich, János Kovács, Cavaés Körtvélyesi, Gyula Parlagh, Tímea Imre, Krisztina Ludányi, László Hegedus, Miklós Hanusz, Kálmán Simon, Andrea Márton, György Marosi, László Toke

Research output: Article

5 Citations (Scopus)

Abstract

The [4 + 2] cycloaddition of the double-bond isomers (A and B) of dihydrophosphinine oxide 1 afforded novel phosphabicyclo[2.2.2]oct-5-ene derivates (2-4), formation of which was justified by PM3 semiempirical calculations. The compounds of dimer type (2-4) were utilized in the UV light-mediated fragmentation-related phosphinylation of nucleophiles, especially in that of alcohols. To explore the role of structural modifications on the fragmentation ability, disulfide 5, phosphabicyclooctane 7 obtained by the hydrogenation of 2, and the adduct of dihydrophosphinine oxide 1 with benzoquinone (7) were also synthesized and tested in fragmentation.

Original languageEnglish
Pages (from-to)97-106
Number of pages10
JournalHeteroatom Chemistry
Volume15
Issue number2
DOIs
Publication statusPublished - máj. 11 2004

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint Dive into the research topics of 'Novel 2-Phosphabicyclo[2.2.2]oct-5-ene Derivatives and Their Use in Phosphinylations'. Together they form a unique fingerprint.

  • Cite this