Dutton, Mark Jason (2016). Synthesis and application of stereogenic nitrogen-containing ammonium salts as phase-transfer catalysts. University of Birmingham. Ph.D.
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Dutton16PhD.pdf
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Abstract
The chirality of nitrogen was at the forefront of chemistry over 110 years ago. Since then it has been widely under-acknowledged as a potential chirality source in organic synthesis. This thesis demonstrates the diastereoselective formation of stereogenic nitrogen-containing ammonium salts. Over 150 compounds were synthesised and employed as phase-transfer catalysts in order to assess the chiral-at-nitrogen influence on the outcome of two common phase-transfer-catalysed reactions. Several X-ray crystal structures of single diastereoisomer chiral-at-nitrogen ammonium salts were isolated as well as the synthesis of a library of secondary and tertiary amines.
Type of Work: | Thesis (Doctorates > Ph.D.) | |||||||||
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Award Type: | Doctorates > Ph.D. | |||||||||
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College/Faculty: | Colleges (2008 onwards) > College of Engineering & Physical Sciences | |||||||||
School or Department: | School of Chemistry | |||||||||
Funders: | None/not applicable | |||||||||
Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry |
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URI: | http://etheses.bham.ac.uk/id/eprint/6755 |
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