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Studies directed towards the synthesis of metal-containing ketones

The photochemistry of organometallic compounds is receiving increasing attention in the current literature, but as yet, little work has been reported on the photochemistry of metal-containing ketones. The objective of the work reported in this thesis was the synthesis of ligands for the formation of...

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Main Author: Davidowitz, Bette
Other Authors: Cragg, G M L
Format: Thesis
Language:English
Published: Department of Chemistry 2016
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access_status_str Open Access
author Davidowitz, Bette
author2 Cragg, G M L
author_browse Cragg, G M L
Davidowitz, Bette
author_facet Cragg, G M L
Davidowitz, Bette
author_sort Davidowitz, Bette
collection Thesis
description The photochemistry of organometallic compounds is receiving increasing attention in the current literature, but as yet, little work has been reported on the photochemistry of metal-containing ketones. The objective of the work reported in this thesis was the synthesis of ligands for the formation of suitable metal-containing ketones. The initial studies were directed at the preparation of β- and ϒ-hydroxyketones by a variety of methods, but the major effort was later concentrated on the synthesis of phosphorus derivatives of o-hydroxyphenyl alkyl ketones . The reaction of o-hydroxyphenyl alkyl ketones with phosphorus trichloride afforded 2-chloro- 1,3,2-dioxaphosphorinans which were readily converted to the corresponding 2-alkoxy derivatives by reaction with various alcohols. Extension of the study to acteylacetone indicated that an analogous reaction occurs to give highly labile products. This part of the work has been accepted for publication in Chemical Communications. The reaction of o-hydroxyphenyl alkyl ketones with other phosphorus halides, such as dichlorophenyl phosphine and chlorodiphenylphosphine, has also been investigated. Reaction of the former reagent with o-hydroxyacetophenone gave a crystalline phosphorus-containing derivative; spectroscopic evidence indicates that this compound possesses an unusual structure and it is currently being studied by X-ray crystallography.
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institution University of Cape Town (South Africa)
language eng
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license_str Not specified — see source repository
provenance_str_mv Harvested via OAI-PMH from UCTD — University of Cape Town Open Access Repository
publishDate 2016
publishDateRange 2016
publishDateSort 2016
publisher Department of Chemistry
publisherStr Department of Chemistry
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source_str UCTD — University of Cape Town Open Access Repository
spelling oai:open.uct.ac.za:11427/17904 Studies directed towards the synthesis of metal-containing ketones Davidowitz, Bette Cragg, G M L Haines, Raymond J Chemistry Organic Chemistry The photochemistry of organometallic compounds is receiving increasing attention in the current literature, but as yet, little work has been reported on the photochemistry of metal-containing ketones. The objective of the work reported in this thesis was the synthesis of ligands for the formation of suitable metal-containing ketones. The initial studies were directed at the preparation of β- and ϒ-hydroxyketones by a variety of methods, but the major effort was later concentrated on the synthesis of phosphorus derivatives of o-hydroxyphenyl alkyl ketones . The reaction of o-hydroxyphenyl alkyl ketones with phosphorus trichloride afforded 2-chloro- 1,3,2-dioxaphosphorinans which were readily converted to the corresponding 2-alkoxy derivatives by reaction with various alcohols. Extension of the study to acteylacetone indicated that an analogous reaction occurs to give highly labile products. This part of the work has been accepted for publication in Chemical Communications. The reaction of o-hydroxyphenyl alkyl ketones with other phosphorus halides, such as dichlorophenyl phosphine and chlorodiphenylphosphine, has also been investigated. Reaction of the former reagent with o-hydroxyacetophenone gave a crystalline phosphorus-containing derivative; spectroscopic evidence indicates that this compound possesses an unusual structure and it is currently being studied by X-ray crystallography. 2016-03-17T07:18:53Z 2016-03-17T07:18:53Z 1977 Master Thesis Masters MSc http://hdl.handle.net/11427/17904 eng application/pdf Department of Chemistry Faculty of Science University of Cape Town
spellingShingle Chemistry
Organic Chemistry
Davidowitz, Bette
Studies directed towards the synthesis of metal-containing ketones
thesis_degree_str Master's
title Studies directed towards the synthesis of metal-containing ketones
title_full Studies directed towards the synthesis of metal-containing ketones
title_fullStr Studies directed towards the synthesis of metal-containing ketones
title_full_unstemmed Studies directed towards the synthesis of metal-containing ketones
title_short Studies directed towards the synthesis of metal-containing ketones
title_sort studies directed towards the synthesis of metal containing ketones
topic Chemistry
Organic Chemistry
url http://hdl.handle.net/11427/17904
work_keys_str_mv AT davidowitzbette studiesdirectedtowardsthesynthesisofmetalcontainingketones