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Title: An investigation of the mechanism and stereochemistry of the Peterson reaction
Author: Ellis, Richard John
ISNI:       0000 0001 3446 2447
Awarding Body: Open University
Current Institution: Open University
Date of Award: 1983
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The Peterson reaction is a method of carbonyl olefination and may be regarded as the silicon analogue of the Wittig reaction. The main purpose of this project has been to try to determine how the stereochemistry of the Peterson reaction may be affected by changing reaction conditions and changing the groups about the silicon atom. The results obtained show that the stereochemistry of the Peterson reaction is largely unaffected by performing the reaction in different solvents, at different temperatures, in the presence of inorganic salts and with different counterion ions. However, placing sterically bulky groups about the silicon atom causes an increase in the proportion of cis olefin being produced. M.N.D.O. calculations have also been performed in order to determine the nature of an a-silyl carbanion and to determine the importance of silicon oxygen interaction in the intermediate of the Peterson reaction.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
Keywords: Organic chemistry