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Computational Study of Bridge Splitting, Aryl Halide Oxidative Addition to Pt , and Reductive Elimination from Pt : Route to Pincer-Pt Reagents with Chemical and Biological Applications. | LitMetric

AI Article Synopsis

Article Abstract

Density functional theory computation indicates that bridge splitting of [Pt R (μ-SEt )] proceeds by partial dissociation to form R Pt (μ-SEt )Pt R (SEt ), followed by coordination of N-donor bromoarenes (L-Br) at Pt leading to release of Pt R (SEt ), which reacts with a second molecule of L-Br, providing two molecules of PtR (SEt )(L-Br-N). For R=4-tolyl (Tol), L-Br=2,6-(pzCH ) C H Br (pz=pyrazol-1-yl) and 2,6-(Me NCH ) C H Br, subsequent oxidative addition assisted by intramolecular N-donor coordination via Pt Tol (L-N,Br) and reductive elimination from Pt intermediates gives mer-Pt (L-N,C,N)Br and Tol . The strong σ-donor influence of Tol groups results in subtle differences in oxidative addition mechanisms when compared with related aryl halide oxidative addition to palladium(II) centres. For R=Me and L-Br=2,6-(pzCH ) C H Br, a stable Pt product, fac-Pt Me {2,6-(pzCH ) C H -N,C,N)Br is predicted, as reported experimentally, acting as a model for undetected and unstable Pt Tol {L-N,C,N}Br undergoing facile Tol reductive elimination. The mechanisms reported herein enable the synthesis of Pt pincer reagents with applications in materials and bio-organometallic chemistry.

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http://dx.doi.org/10.1002/chem.202102687DOI Listing

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