Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 22, Pages 6312-6316Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201700857
Keywords
C-H borylation; coordination chemistry; DFT calculations; platinum
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Funding
- Chevron Phillips Chemical Company LP
- NSERC of Canada
- Dalhousie University
- Fulton Supercomputing Lab at BYU
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The first examples of stoichiometric dehydrogenative B-H/C(sp(3))-H benzylic borylation reactions, which are of relevance to catalytic methylarene (di)borylation, are reported. These unusual transformations involving a (kappa(2)-P,N)Pt(eta(3)-benzyl) complex, and either pinacolborane or catecholborane, proceed cleanly at room temperature. Density functional calculations suggest that borylation occurs via successive sigma-bond metathesis steps, whereby a Pt-II-H intermediate engages in C(sp(3))-H bond activation-induced dehydrogenation.
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