title: 3-Bromo-2-Pyrone: An Alternative and Convenient Route to Functionalized Phosphinines.
abstract: The facile access to 3-bromo-2-pyrone allows the preparation of 6-bromo-2-trimethylsilyl-phosphinine by a [4+2] cycloaddition with Me3 Si-C≡P for the first time. The regioselectivity of this reaction could be verified by means of single crystal X-ray diffraction of the corresponding W(0) complex. In the presence of ZnBr2 and dppp (1,3-bis(diphenylphosphino)propane) as a bidentate ligand, the bromo-phosphinine quantitatively undergoes a Negishi cross-coupling reaction with PhLi that selectively leads to 6-phenyl-2-trimethylsilyl-phosphinine. This heterocycle could again be characterized by means of X-ray diffraction as a W(0) complex. These results describe a new and convenient route to 2,6-disubstituted phosphinines that makes use of readily available starting materials.
authors.affiliation: Institute of Chemistry and Biochemistry, Freie Universität Berlin, Fabeckstrasse 34/36, Berlin, Germany.
authors.forename: Marija H
authors.initials: MH
authors.lastname: Habicht
authors.affiliation: Institute of Chemistry and Biochemistry, Freie Universität Berlin, Fabeckstrasse 34/36, Berlin, Germany.
authors.forename: Friedrich
authors.initials: F
authors.lastname: Wossidlo
authors.affiliation: Institute of Chemistry and Biochemistry, Freie Universität Berlin, Fabeckstrasse 34/36, Berlin, Germany.
authors.forename: Manuela
authors.initials: M
authors.lastname: Weber
authors.affiliation: Institute of Chemistry and Biochemistry, Freie Universität Berlin, Fabeckstrasse 34/36, Berlin, Germany. c.mueller@fu-berlin.de.
authors.forename: Christian
authors.initials: C
authors.lastname: Müller
keywords: coordination chemistry; cross-coupling; functionalizations; phosphorus; phosphorus heterocycles