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- Title
Novel 2-phosphabicyclo[2.2.2]oct-5-ene derivatives and their use in phosphinylations.
- Authors
Keglevich, György; Kovács, János; Körtvélyesi, Tamás; Parlagh, Gyula; Imre, Tímea; Ludányi, Krisztina; Hegedűs, László; Hanusz, Miklós; Simon, Kálmán; Márton, Andrea; Marosi, György; Tőke, László
- 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. © 2004 Wiley Periodicals, Inc. Heteroatom Chem 15:97-106, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10221
- Publication
Heteroatom Chemistry, 2004, Vol 15, Issue 2, p97
- ISSN
1042-7163
- Publication type
Article
- DOI
10.1002/hc.10221