Index Catalog // ScholarsArchive@OSU

Start Over

Filtering by: Subject Biphenyl compounds -- Synthesis

Catalytic desymmetrization of D₂d̳-symmertic proprochiral tetrasubstituted biphenyl compounds: a novel approach to the synthesis of axially chiral C₂-symmetric molecules

Creator:

Gunderson, Jeremey Tyson

Abstract:

Many D2d-symmetric 2,2',6,6'-tetrasubstituted biphenyls are readily prepared via net oxidative dimerization of appropriate 1,3-disubstituted benzenes. Conversion of such proprochiral compounds to useful C2-symmetric chiral biphenyls requires formal replacement of two substituents on opposing aryl ring units with alternate groups. This under exploited desymmetrization tactic has been demonstrated for the generation...

Resource Type:

Masters Thesis
Synthesis of novel ambifunctional atropisomeric 2,2',6,6'-tetrasubstituted biphenyls and investigation of their properties and organocatalytic activity

Creator:

Sephton, Mark Alan

Abstract:

Ambifunctional axially chiral 2,2',6,6'-tetrasubstituted biphenyls containing nucleophilic (or basic) functional groups juxtaposed with hydrogen-bond donors were synthesized and their properties studied. Applications for the prepared biaryls as potential organocatalysts for enantioselective carbon-carbon bond forming reactions were examined. Processes investigated included: aldol, Michael, nitroaldol (Henry), and Baylis-Hillman reactions. The novel amidoamine...

Resource Type:

Dissertation