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The Lightest Element Phosphoranylidene: NHC‐Supported Cyclic Borylidene–Phosphorane with Significant B=P Character
Author(s) -
RosasSánchez Alfredo,
AlvaradoBeltran Isabel,
Baceiredo Antoine,
Hashizume Daisuke,
SaffonMerceron Nathalie,
Branchadell Vicenç,
Kato Tsuyoshi
Publication year - 2017
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.201611509
Subject(s) - phosphorane , character (mathematics) , carbene , ylide , chemistry , boron , ligand (biochemistry) , phosphorus , crystallography , stereochemistry , medicinal chemistry , computational chemistry , organic chemistry , mathematics , catalysis , geometry , biochemistry , receptor
Abstract A borylidene–phosphorane, the lightest phosphoranylidene, which is stabilized by an N ‐heterocyclic carbene ligand, was synthesized and fully characterized. Experimental electron density analysis and DFT calculations indicate an enhanced ylene character (rather than an ylide character) with an exceptionally strong B→P π‐back bonding related to the less electronegative boron compared to phosphorus.