Angewandte Chemie - International Edition
Angewandte Chemie - International Edition
5 years ago

Dehydrogenative B−H/C(sp3)−H Benzylic Borylation within the Coordination Sphere of Platinum(II)

Dehydrogenative B−H/C(sp3)−H Benzylic Borylation within the Coordination Sphere of Platinum(II)
Jack T. Fuller, Casper M. Macaulay, Steven M. Bischof, Laura Turculet, Daniel H. Ess, Mark Stradiotto, Orson L. Sydora, Robert McDonald, Colin M. Kelly, Michael J. Ferguson
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. Benzylic borylation: The first examples of stoichiometric dehydrogenative B-H/ C(sp3)-H benzylic borylation reactions are reported. These transformations involving the (κ2-P,N)Pt(η3-benzyl) complex shown, and either pinacolborane (HBPin) or catecholborane (HBCat), proceed cleanly at room temperature.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201700857

You might also like
Discover & Discuss Important Research

Keeping up-to-date with research can feel impossible, with papers being published faster than you'll ever be able to read them. That's where Researcher comes in: we're simplifying discovery and making important discussions happen. With over 19,000 sources, including peer-reviewed journals, preprints, blogs, universities, podcasts and Live events across 10 research areas, you'll never miss what's important to you. It's like social media, but better. Oh, and we should mention - it's free.

  • Download from Google Play
  • Download from App Store
  • Download from AppInChina

Researcher displays publicly available abstracts and doesn’t host any full article content. If the content is open access, we will direct clicks from the abstracts to the publisher website and display the PDF copy on our platform. Clicks to view the full text will be directed to the publisher website, where only users with subscriptions or access through their institution are able to view the full article.