4.8 Article

Hydrostibination

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 50, Pages 18096-18101

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201911842

Keywords

antimony; hydroboration; hydrometalation; ligand design; reduction

Funding

  1. Natural Sciences and Engineering Research Council (NSERC) of Canada
  2. Canada Foundation for Innovation (CFI)
  3. Nova Scotia Research and Innovation Trust (NSRIT)
  4. Dalhousie University
  5. Vanier Canada Graduate Scholarships Program
  6. Walter C. Sumner Memorial Fellowships Program
  7. NSERC
  8. Sobey Foundation

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A rigid naphthalenediamine framework has been used to prepare antimony hydrides that feature LUMO shapes and energies similar to those found in secondary boranes. By exploiting this feature, we introduce the first examples of uncatalyzed hydrostibination reactions of robust C equivalent to C, C=C, C=O, and N=N bonds as new elementary hydrometalation reactions analogous to hydroboration. These results endorse the notion of a diagonal relationship between the lightest p-block element and the heaviest Group 15 elements and may lead to the conception of novel reaction chemistry.

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