Welcome to a seminar on Electrophilic borylation and alumination for the functionalisation of sp2 and sp3 C-H bonds. Speaker is Professor Mike Ingleson, School of Chemistry, University of Edinburgh.
Topic
C-H borylation provides efficient access to organoboranes that are ubiquitous synthetic intermediates and are also increasingly important functional molecules in their own right. Examples of the latter include boron-doped polycyclic-aromatic hydrocarbons as emissive materials and organoborane based bioactives. Our group has an ongoing interest in developing inter- and intra-molecular C-H borylation reactions using boron Lewis acids in what is a Boron analogue of the Friedel-Crafts reaction. This can use simple boranes, e.g., BCl3 and BBr3, or for more challenging conversions bespoke boron cations. This talk will cover a selection from our recent work on using boron electrophiles in directed C-H borylation, specifically in O-directed borylation e.g., to make useful intermediates for accessing bioactives (e.g., A)1,2 and in borylation directed borylation for functionalising sp2 C-H (e.g., to form B)3-4 and sp3 C-H (e.g., to form C)5 bonds. The latter involves an unusual sp3 C-H alumination.
Speaker: Michael Ingleson
The research group is headed by Professor Mike Ingleson and is based in the School of Chemistry at the University of Edinburgh. The research group is focused on using complexes based on earth abundant main group elements to develop new catalytic reactions, organic materials and stoichiometric transformations with a particular focus on C-B bond forming reactions. We have a particular interest in all things boron, spanning fundamental "esoteric" boron compounds, through to "applied" organoboron compounds e.g. intermediates for synthesis, emissive materials and APIs!
Read more about the Ingleson group