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Synthesis of DBpin using Earth-abundant metal catalysis

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  • Andrew W.M. Cummins
  • Shuyang Li
  • Dominic R. Willcox
  • Tommi Muilu
  • Jamie H. Docherty
  • Stephen P. Thomas
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Article number131084
<mark>Journal publication date</mark>10/04/2020
<mark>Journal</mark>Tetrahedron
Issue number15
Volume76
Publication StatusPublished
<mark>Original language</mark>English

Abstract

The synthesis of DBpin was achieved using (EtBIP)CoCl2 or (tBuPNN)FeCl2 as pre-catalysts activated with NaOtBu. (EtBIP)CoCl2 was used as a pre-catalyst for the hydrogen isotope exchange of HBpin with D2, and (tBuPNN)FeCl2 for deuterogenolysis of B2pin2. The one-pot, tandem hydrogenolysis-hydroboration/deuterogenolysis-deuteroboration reaction of terminal alkenes could be catalysed by (tBuPNN)FeCl2 to give alkyl boronic esters.