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Search for "transborylation" in Full Text gives 2 result(s) in Beilstein Journal of Organic Chemistry.

Group 13 exchange and transborylation in catalysis

  • Dominic R. Willcox and
  • Stephen P. Thomas

Beilstein J. Org. Chem. 2023, 19, 325–348, doi:10.3762/bjoc.19.28

Graphical Abstract
  • transfer one or more groups from one group 13 element to another, through σ-bond metathesis; where boron is both of the group 13 elements, this is termed transborylation. These redox-neutral processes are increasingly being used to render traditionally stoichiometric group 13-mediated processes catalytic
  • and develop new catalytic processes, examples of which are the focus of this review. Keywords: catalysis; group 13 exchange; hydroboration; main group; transborylation; Introduction Group 13 compounds have found widespread use in stoichiometric organic transformations, typically in the
  • review will explore the use of group 13 exchange reactions as a general method for catalytic turnover, and serves to expand on the previously published review on transborylation-enabled boron catalysis to include a broader range of catalysts and turnover reagents [47]. Review Boron catalysis The borane
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Review
Published 21 Mar 2023

B–N/B–H Transborylation: borane-catalysed nitrile hydroboration

  • Filip Meger,
  • Alexander C. W. Kwok,
  • Franziska Gilch,
  • Dominic R. Willcox,
  • Alex J. Hendy,
  • Kieran Nicholson,
  • Andrew D. Bage,
  • Thomas Langer,
  • Thomas A. Hunt and
  • Stephen P. Thomas

Beilstein J. Org. Chem. 2022, 18, 1332–1337, doi:10.3762/bjoc.18.138

Graphical Abstract
  • of a double B–N/B–H transborylation mechanism. Keywords: boron; catalysis; hydroboration; nitrile; transborylation; Introduction Primary amines are prevalent throughout organic synthesis, finding regular application in materials chemistry, pharmaceuticals, and agrochemicals (Scheme 1a) [1][2][3
  • transborylation (a σ-bond metathesis turnover method) has been used for borane-catalysed reductions of N-heteroarenes [28][29], and the borane-catalysed cyanation of enones [30]. Applying B–N/B–H transborylation to the hydroboration of nitriles would enable the development of a borane-catalysed hydroboration of
  • essential medicines with over 28 million prescriptions per annum, in one step [40]. The reaction is proposed to proceed through a hydroboration and B–N/B–H transborylation mechanism, supported by computational analyses (Scheme 3a). The nitrile undergoes hydroboration with H3B·SMe2 to form an N-borylimine
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Letter
Published 26 Sep 2022
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