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Synthetic and structural studies of phosphonic amides and esters

Thesis (DPhil)--University of Pretoria, 1992.

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Other Authors: Modro, T.A.
Format: Thesis
Language:English
Published: University of Pretoria 2024
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access_status_str Open Access
author2 Modro, T.A.
author_browse Modro, T.A.
author_facet Modro, T.A.
collection Thesis
dc_rights_str_mv © 2024 University of Pretoria. All rights reserved. The copyright in this work vests in the University of Pretoria. No part of this work may be reproduced or transmitted in any form or by any means, without the prior written permission of the University of Pretoria.
description Thesis (DPhil)--University of Pretoria, 1992.
format Thesis
id oai:repository.up.ac.za:2263/99546
institution University of Pretoria (South Africa)
language English
last_indexed 2026-06-10T12:36:54.588Z
license_str Other — see source repository
provenance_str_mv Harvested via OAI-PMH from UPSpace — University of Pretoria Institutional Repository
publishDate 2024
publishDateRange 2024
publishDateSort 2024
publisher University of Pretoria
publisherStr University of Pretoria
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source_str UPSpace — University of Pretoria Institutional Repository
spelling oai:repository.up.ac.za:2263/99546 Synthetic and structural studies of phosphonic amides and esters Modro, T.A. De Jongh, Connie Petrus Synthetic Structural Phosphonic Amides Esters UCTD Thesis (DPhil)--University of Pretoria, 1992. The research contained herein is of twofold nature. Firstly, we aimed to obtain a mechanistic understanding of the thermal fragmentation reaction of B-acyloxyphosphonates, and in the process we secondly aimed to develop synthetic methodology for phosphonic diamides. We showed that the fragmentation of B-acyloxyphosphonates proceeds with metaphosphate extrusion preceded by a novel type of molecular rearrangement. It is, to our knowledge, the first example in which alkyl migration from the oxygen of the phosphorus ester function to another centre (in this case carbonyl oxygen of the substrate) has to take place in order to allow metaphosphate extrusion. We succeeded m developing synthetic methodology by which alkylphosphonic and B-hydroxyalkylphosphonic diamides can be obtained in good yields using simple procedures. Reaction of the anion of HP(O)(NEt2) 2 with either alkyl halides or epoxides was used to obtain these compounds. In making alkyl- and 8-hydroxyalkylphosphonic diamides more easily accessible than before, more of the chemistry of these compounds can be studied. Chemistry DPhil 2024-11-27T09:16:11Z 2024-11-27T09:16:11Z 22/01/27 1992 Thesis http://hdl.handle.net/2263/99546 en © 2024 University of Pretoria. All rights reserved. The copyright in this work vests in the University of Pretoria. No part of this work may be reproduced or transmitted in any form or by any means, without the prior written permission of the University of Pretoria. application/pdf University of Pretoria
spellingShingle Synthetic
Structural
Phosphonic
Amides
Esters
UCTD
Synthetic and structural studies of phosphonic amides and esters
title Synthetic and structural studies of phosphonic amides and esters
title_full Synthetic and structural studies of phosphonic amides and esters
title_fullStr Synthetic and structural studies of phosphonic amides and esters
title_full_unstemmed Synthetic and structural studies of phosphonic amides and esters
title_short Synthetic and structural studies of phosphonic amides and esters
title_sort synthetic and structural studies of phosphonic amides and esters
topic Synthetic
Structural
Phosphonic
Amides
Esters
UCTD
url http://hdl.handle.net/2263/99546