Use this URL to cite or link to this record in EThOS:
Title: Development of axially chiral biazulenes for catalysis
Author: Gee, Anthony Philip
Awarding Body: University of Bath
Current Institution: University of Bath
Date of Award: 2016
Availability of Full Text:
Access from EThOS:
Access from Institution:
Axially chiral biaryl ligands are ubiquitious in asymmetric transition metal-catalysed homogeneous catalysis. However, biazulene motifs have not previously been incorporated in the design of chiral ligands in asymmetric catalysis, despite the unique geometric and electronic properties of azulene derivatives. The aims of this project were to develop novel axially chiral biazulene-diphosphine, -diol and related species, encompassing the synthesis and resolution of their enantiomers, and to screen these compounds in the application towards common asymmetric reactions. The most significant achievement reached in this project was the synthesis and resolution of practicable quantities of an atropisomeric 1,1’-biazulene-2,2’-diol species (“1,1’-BazOL”), which has been employed in an asymmetric Ti-catalysed Diels–Alder reaction. Much progress has also been made towards the synthesis of other targets, like 1,1’-biazulene-2,2’-diphosphine (“1,1’-BazPhos”), 2,2’-biazulene-1,1’-diphosphine (“2,2’-BazPhos”) and 1,1’-biazulene-2,2’-phosphoric acid (“1,1’-BazPA”).
Supervisor: Lewis, Simon Sponsor: Engineering and Physical Sciences Research Council
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available