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Dehydrogenative B-H/C(sp3 )-H Benzylic Borylation within the Coordination Sphere of Platinum(II)
Colin M Kelly1, Jack T Fuller2, Casper M Macaulay1
1Department of Chemistry, Dalhousie University, Halifax, Nova Scotia, B3H 4R2, Canada.
Angewandte Chemie (International Ed. in English)
|April 4, 2017
Abstract:
The first examples of stoichiometric dehydrogenative B-H/C(sp3 )-H benzylic borylation reactions, which are of relevance to catalytic methylarene (di)borylation, are reported. These unusual transformations involving a (κ2 -P,N)Pt(η3 -benzyl) complex, and either pinacolborane or catecholborane, proceed cleanly at room temperature. Density functional calculations suggest that borylation occurs via successive σ-bond metathesis steps, whereby a PtII -H intermediate engages in C(sp3 )-H bond activation-induced dehydrogenation.