PHOSPHORUS LONE PAIRS STABILIZATION OF CARBOCATIONS - THE SYNTHESIS AND DYNAMICS OF UNSYMMETRICAL METHYLENE PHOSPHONIUM IONS

Authors
HEIM U PRITZKOW H SCHONBERG H GRUTZMACHER H
Citation
U. Heim et al., PHOSPHORUS LONE PAIRS STABILIZATION OF CARBOCATIONS - THE SYNTHESIS AND DYNAMICS OF UNSYMMETRICAL METHYLENE PHOSPHONIUM IONS, Journal of the Chemical Society, Chemical Communications, (8), 1993, pp. 673-674
Citations number
26
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
8
Year of publication
1993
Pages
673 - 674
Database
ISI
SICI code
0022-4936(1993):8<673:PLPSOC>2.0.ZU;2-D
Abstract
Halide abstractions from P-chlorinated phosphorus ylides 9a-c either b y AlCl3 or SnCl2 yield unsymmetrical methylene phosphonium ions 10a-c in which energy barriers > 83 kJ mol-1 for the rotation around the P=C have been estimated by NMR techniques. The salts with AlCl4- countera nions are stable, but compounds with SnCl3- anions decompose stereosel ectively to unsymmetrical methylene phosphanes, SnCl2, and Bu(t)Cl.