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Regiodivergent hydrosilylation, hydrogenation, [2π + 2π]-cycloaddition and C-H borylation using counterion activated earth-abundant metal catalysis

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Published
  • Riaz Agahi
  • Amy J. Challinor
  • Joanne Dunne
  • Jamie H. Docherty
  • Neil B. Carter
  • Stephen P. Thomas
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<mark>Journal publication date</mark>2019
<mark>Journal</mark>Chemical Science
Issue number19
Volume10
Number of pages6
Pages (from-to)5079-5084
Publication StatusPublished
<mark>Original language</mark>English

Abstract

The widespread adoption of earth-abundant metal catalysis lags behind that of the second- and third-row transition metals due to the often challenging practical requirements needed to generate the active low oxidation-state catalysts. Here we report the development of a single endogenous activation protocol across five reaction classes using both iron- and cobalt pre-catalysts. This simple catalytic manifold uses commercially available, bench-stable iron- or cobalt tetrafluoroborate salts to perform regiodivergent alkene and alkyne hydrosilylation, 1,3-diene hydrosilylation, hydrogenation, [2π + 2π]-cycloaddition and C-H borylation. The activation protocol proceeds by fluoride dissociation from the counterion, in situ formation of a hydridic activator and generation of a low oxidation-state catalyst.