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A B–C Double Bond Unit Coordinated to Platinum: An Alkylideneboryl Ligand that Is Isoelectronic to Neutral Aminoborylene Ligands
Author(s) -
Brand Johannes,
Braunschweig Holger,
Hupp Florian,
Phukan Ashwini K.,
Radacki Krzysztof,
Sen Sakya S.
Publication year - 2014
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.201310557
Subject(s) - chemistry , methyllithium , ligand (biochemistry) , bromide , double bond , platinum , stereochemistry , boron , trans effect , crystal structure , transmetalation , triple bond , medicinal chemistry , crystallography , inorganic chemistry , polymer chemistry , catalysis , organic chemistry , biochemistry , receptor
The reaction of [Pt(PCy 3 ) 2 ] with Br 2 B‐CH(SiMe 3 ) 2 resulted in generation of the first alkylideneboryl complex, trans‐[Br(Cy 3 P) 2 Pt{BCH(SiMe 3 )}], with concomitant elimination of Me 3 SiBr. The trans bromide ligand of the alkylideneboryl complex was readily substituted by a methyl group upon treatment with methyllithium, leading to another alkylideneboryl complex, trans‐[Me(Cy 3 P) 2 Pt{BCH(SiMe 3 )}]. Various spectrochemical techniques, single‐crystal X‐ray crystallography, and quantum chemical calculations confirmed the formulation of a double bond between the boron and the carbon atom. The theoretical studies also provided evidence for the stronger trans influence of the alkylideneboryl ligand over iminoboryl and oxoboryl ligands.