Use this URL to cite or link to this record in EThOS:
Title: Atropisomerism in biaryl sulfides and sulfones
Author: Senior, James Daniel
ISNI:       0000 0004 2668 8034
Awarding Body: University of Manchester
Current Institution: University of Manchester
Date of Award: 2009
Availability of Full Text:
Access from EThOS:
The thesis describes research carried out on the synthesis and asymmetric synthesis of atropisomeric biaryl sulfides and sulfones. Chapter one describes synthetic strategies employed in the synthesis of biaryl sulfides and sulfones. A synthetic route that allowed the incorporation ortho substituents of various sizes and the effect of these substitution patterns on barriers to rotation is described. Research towards more direct routes to compounds with the required substitution pattern is then discussed. Having uncovered suitable substitution patterns to achieve atropisomerism in biaryl sulfides and sulfones chapter two goes on to describe methods attempted in the asymmetric synthesis of these compounds. The strategies described include asymmetric cross coupling, kinetic resolution and the use of sulfoxide auxiliaries for dynamic thermodynamic resolution of biaryl sulfones. The first example of an symmetric synthesis of an atropisomeric biaryl sulfone is reported. Chapter three outlines possible applications of biaryl sulfides and sulfones and the synthesis of bis-phosphines based on the biaryl sulfone background using methods described in chapter one.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available