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Title: Novel organoboron chemistry
Author: Norbury, A. M.
Awarding Body: University College of Swansea
Current Institution: Swansea University
Date of Award: 1991
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The first part of the thesis deals with an investigation into some aspects of the chemistry of di-(2,4,6-triisopropylphenyl)boranes, a novel class of highly hindered organoborones. Chapter one investigates the synthesis of such compounds and discusses the formation of organoboranes in general. Chapter two discusses the chemistry of carbanions, especially those stabilized by an adjacent boron atom. The results of a study of the lithiation of ditripylboranes are reported. It is shown that the compounds are readily lithiated by unhindered bases. Chapters three, four and five report some of the reactions of the carbanions prepared in chapter two. Included are alkylation and acylation reactions, and also the reaction with halogenometal derivatives. Chapter six contains a brief dicusssion of the chemistry of allylboranes, including that of ditripylallyborane. Chapter seven reports the use of ditripylborane (a borane which is uniquely monomeric in the solid state) in the hydroboration reaction. Its properties are compared to those of other common diorganylboranes. Chapter eight charts the formation of ditripylalkylhydroborates, a novel class of highly hindred reducing agents, which display good diasteroselectivity in the reduction of methylcyclohexanones. Chapter nine discusses the hindered rotation present in some ditripylboranes. Section A of the thesis contains the results of a study on the diastereoselectivity of the condensation of aldehydes with allenyldiorganylboranes. In general the results obtained were disappointing since only low levels of stereoselectivity were obtained.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available