Premium
Synthesis and Ligand Properties of a Stable Five‐Membered‐Ring Vinylidenephosphorane
Author(s) -
Asay Matthew,
Kato Tsuyoshi,
SaffonMerceron Nathalie,
Cossío Fernando P.,
Baceiredo Antoine,
Bertrand Guy
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200802741
Subject(s) - lone pair , ylide , ligand (biochemistry) , ring (chemistry) , bent molecular geometry , carbon fibers , chemistry , phosphorus , crystallography , computer science , stereochemistry , molecule , organic chemistry , algorithm , biochemistry , receptor , composite number
Best of both worlds : Related to carbodiphosphoranes and carbodicarbenes (bent allenes), a cyclic vinylidenephosphorane has been isolated and is stable at room temperature (see scheme). It features a very long phosphorus ylide bond, much longer than in the acyclic version, which leaves the carbon lone pair fully available. Accordingly, this species behaves as a strong electron‐donating ligand, giving rise to very robust transition‐metal complexes.