Issue 19, 2019

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

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.

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

Supplementary files

Article information

Article type
Edge Article
Submitted
03 Dec 2018
Accepted
07 Apr 2019
First published
08 Apr 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2019,10, 5079-5084

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

R. Agahi, A. J. Challinor, J. Dunne, J. H. Docherty, N. B. Carter and S. P. Thomas, Chem. Sci., 2019, 10, 5079 DOI: 10.1039/C8SC05391J

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