Thomas, Stephen

Lilienkampf, Annamaria

Peng, Jingying

other

2020-03-06T10:36:44Z

2020-03-06T10:36:44Z

2020-06-25

We have developed a Markovnikov-selective cobalt-catalysed hydroboration of alkenes with pinacolborane at ambient temperature, using a bench-stable bipyridyl-oxazoline catalyst tBuBPOCoCl2 and NaOtBu as the in situ activator. This strategy has been applied to a variety of electronically and sterically differentiated styrene derivatives, bearing a range of functional groups, to give the secondary boronic esters in both high yield and regioselectivity. We have developed a manganese-catalysed homo-coupling of aryl-, alkenyl- and heterocyclic boronic acids across a range of electronically and sterically differentiated coupling partners. This mild and operationally simple coupling reaction uses commercially available and inexpensive manganese(III) acetylacetonate, ethanol as the solvent, and air as the terminal oxidant. This represents the first-stage in developing a new manganese-catalysed cross-coupling reaction for the synthesis biaryl compounds.

https://hdl.handle.net/1842/36834

http://dx.doi.org/10.7488/era/136

en

The University of Edinburgh

J. H. Docherty, J. Peng, A. P. Dominey and S. P. Thomas. Activation and Discovery of Earth-Abundant Metal Catalysts Using Sodium tert-Butoxide. Nature Chemistry 2017, 9, 595- 600.

J. Peng, J. H. Docherty, A. P. Dominey and S. P. Thomas. Cobalt-Catalysed Markovnikov Selective Hydroboration of Vinylarenes. Chemical Communications 2017, 53, 4726-4729.

cobalt

manganese

homogenous catalysis

earth-abundant metal

hydroboration

homo-coupling reaction

Development of earth-abundant metal catalysts for carbon-boron and carbon-carbon bond forming reactions

Thesis or Dissertation

Doctoral

PhD Doctor of Philosophy