Extended sulfonated bipyridine ligands targeting the para-selective borylation of arenes
Published version
Peer-reviewed
Repository URI
Repository DOI
Change log
Authors
Abstract
Iridium-catalysed borylation of arenes is one of the most widely used metal-catalyzed C-H activation processes to elaborate aromatic rings. Exercising catalyst control over regioselectivity of the C-H oxidative addition step remains an area of active research. In this paper we describe the synthesis of a selection of sulfonated bipyridine ligands in which there is an arene spacer between the sulfonate group and the bipyridine backbone. In comparison to our previous work which achieved metaselective borylation and in which the sulfonate bipyridine bore no spacer, we hoped that these extended ligands may allow a larger macrocyclic transition state for C-H activation thus favouring the para-position. The synthesised ligands have been evaluated on a series of arenes bearing amides and quaternary ammonium salts at varying distances from the aromatic ring.
Description
Keywords
Journal Title
Conference Name
Journal ISSN
1464-5416
Volume Title
Publisher
Publisher DOI
Sponsorship
The Royal Society (uf130004)
Engineering and Physical Sciences Research Council (1918558)
EPSRC (1800481)