J.P. Knowles
The effects of ring size and substituents on the rates of acid-catalysed hydrolysis of five- and six-membered ring cyclic ketone acetals
Knowles, J.P.; Whiting, A.
Abstract
A series of sterically similar five- and six-membered ring cyclic diol-derived ketone acetals have been prepared and their rates of acid-catalysed hydrolysis examined. The rates of hydrolysis are substantially affected by acetal ring conformational stereoelectronic effects and resonance effects depending upon the substituents on the parent ketone; an A1 mechanism of hydrolysis explains the observed effects.
Citation
Knowles, J., & Whiting, A. (2007). The effects of ring size and substituents on the rates of acid-catalysed hydrolysis of five- and six-membered ring cyclic ketone acetals. European Journal of Organic Chemistry, 2007(20), 3365-3368. https://doi.org/10.1002/ejoc.200700244
Journal Article Type | Article |
---|---|
Publication Date | Jul 1, 2007 |
Deposit Date | Jan 23, 2008 |
Journal | European Journal of Organic Chemistry |
Print ISSN | 1434-193X |
Electronic ISSN | 1099-0690 |
Publisher | Wiley |
Peer Reviewed | Peer Reviewed |
Volume | 2007 |
Issue | 20 |
Pages | 3365-3368 |
DOI | https://doi.org/10.1002/ejoc.200700244 |
Keywords | Acetal, Hydrolysis, Cleavage reactions, Kinetics, Reaction mechanism. |
Public URL | https://durham-repository.worktribe.com/output/1565854 |
You might also like
Downloadable Citations
About Durham Research Online (DRO)
Administrator e-mail: dro.admin@durham.ac.uk
This application uses the following open-source libraries:
SheetJS Community Edition
Apache License Version 2.0 (http://www.apache.org/licenses/)
PDF.js
Apache License Version 2.0 (http://www.apache.org/licenses/)
Font Awesome
SIL OFL 1.1 (http://scripts.sil.org/OFL)
MIT License (http://opensource.org/licenses/mit-license.html)
CC BY 3.0 ( http://creativecommons.org/licenses/by/3.0/)
Powered by Worktribe © 2025
Advanced Search