Synthesis and molecular structure of (4-chloro-2,4-di-hydro-2-hydroxy-5-oxo-3-furyl)triphenylphosphonium chloride. Unusual chemical transformations of phosphabetaines derived therefrom

Authors
Polezhaeva, NA Loginova, IV Ovechkina, EV Galkin, VI Sakhibullina, VG Cherkasov, RA Gubaidullin, AT Litvinov, IA Naumov, VA
Citation
Na. Polezhaeva et al., Synthesis and molecular structure of (4-chloro-2,4-di-hydro-2-hydroxy-5-oxo-3-furyl)triphenylphosphonium chloride. Unusual chemical transformations of phosphabetaines derived therefrom, RUSS J G CH, 70(5), 2000, pp. 704-707
Citations number
14
Categorie Soggetti
Chemistry
Journal title
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
ISSN journal
10703632 → ACNP
Volume
70
Issue
5
Year of publication
2000
Pages
704 - 707
Database
ISI
SICI code
1070-3632(200005)70:5<704:SAMSO(>2.0.ZU;2-E
Abstract
Reaction of 2,3-dichloro-5-hydroxyfuran-2(5H)-one with triphenylphosphine g ives (4-chloro2,5-dihydro-2-hydroxy-5-oxo-3-furyl)triphenylphosphonium chlo ride. The structure of the product was confirmed by X-ray diffraction analy sis. Dehydrochlorination of the phosphonium chloride under the action of ba ses leads to phosphabetaines. Thermal decomposition of the phosphabetaines was studied. Thermal reactions of the phosphabetaines with heterocumulenes involve elimination of triphenylphosphine oxides or triphenylphosphine sulf ides.