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Title: Bismuth-Catalyzed Benzylic Oxidation and Synthesis of Amides Using the Ritter Reaction with Bismuth Triflate Catalysis and Studies Towards Novel Chiral Sulfur Based Ligands
Author: Callens, Emmanuel Kwesi
ISNI:       0000 0001 3514 6526
Awarding Body: Imperial College London
Current Institution: Imperial College London
Date of Award: 2008
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Chapter I. Bismuth-Catalyzed Benzylic Oxidation The first chapter is a description of the development of new catalytic methods using bismuth chelates and I-butyl hydroperoxide for the oxidation of alkylarenes and diarylmethanes to aromatic ketones and for the oxidation of methylarenes to the corresponding carboxylic acids. The reactions have been applied to a large variety of substrates. Mechanistic studies of the benzylic oxidation' reaction and the use of bismuth(II1) salts in combination of oxaziridines in the benzylic oxidation reaction are also reported. Chapter II. Synthesis of Amides Using the Ritter Reaction with Bismuth Triflate Catalysis ' This chapter is a description of the synthesis of N-tertiary-alkyl and aryl amides by the Ritter reaction of various nitriles ,vith tertiary alcohols in the presence of a catalytic amount of bismuth triflate. Chapter III. Studies Towards Novel Chiral Sulfur Based Ligands The use of bidentate ligands to modify the chiral space around a metal centre is a well documented strategy for effecting stereocontrol in asymmetric synthesis using metal organic catalysts. Previous studies within the group have centered upon the development of bidentate, mono-anionic, chiral-atsulfur ligands containing nitrogen Lewis basic sites. Particular success was achieved with the imino sulfinamidine ligands. Thus, any chiral versions of these complexes can be expected to possess a highly asymmetric environment in close proximity to the metal centre. This first part describes attempts to synthesise non-racemic p-imino sulfinamidines containing a chiral binaphtyl derived group. . The second part of the section is a description the synthesis of a series of novel compounds containing a N-S-N backbone to produce a C2-symmetric ligand where the two sulfur (IV) atoms generate the chirality of the compound.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available