Enantioselective remote C-H activation directed by a chiral cation
Accepted version
Peer-reviewed
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Repository DOI
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Authors
Phipps, Robert https://orcid.org/0000-0002-7383-5469
Genov, georgi
Douthwaite, james
lahdenpera, antti
Gibson, david
Abstract
Chiral cations have been used extensively as organocatalysts but their application to rendering transition metal catalyzed processes enantioselective remains rare. This is despite the success of the analogous charge-inverted strategy in which cationic metal complexes are paired with chiral anions. We report here a strategy to render a common bipyridine ligand anionic and pair its iridium complexes with a chiral cation derived from quinine. We have applied these ion-paired complexes to long-range asymmetric induction in the desymmetrization of the geminal diaryl motif, located on a carbon or phosphorus center, by enantioselective C-H borylation. In principle, numerous common classes of ligand could likewise be amenable to this approach.
Description
Keywords
3402 Inorganic Chemistry, 34 Chemical Sciences
Journal Title
Science
Conference Name
Journal ISSN
0036-8075
1095-9203
1095-9203
Volume Title
367
Publisher
AAAS
Publisher DOI
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All rights reserved
Sponsorship
Engineering and Physical Sciences Research Council (EP/N005422/1)
The Royal Society (uf130004)
European Research Council (757381)
Royal Society (URF\R\191003)
Engineering and Physical Sciences Research Council (1918558)
EPSRC (1943646)
The Royal Society (uf130004)
European Research Council (757381)
Royal Society (URF\R\191003)
Engineering and Physical Sciences Research Council (1918558)
EPSRC (1943646)