Synthesis and Ligand Properties of a Stable Five‐Membered‐Ring Vinylidenephosphorane | Zendy

Asay Matthew | Zendy; Kato Tsuyoshi | Zendy; SaffonMerceron Nathalie | Zendy; Cossío Fernando P. | Zendy; Baceiredo Antoine | Zendy; Bertrand Guy | Zendy

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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.

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