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Page, Michael I., Webster, Philip S., Bogdan, S., Tremerie, B. and Ghosez, Leon (1987) Ease of C-N bond cleavage in four-membered rings. Chemical Communications (5). pp. 318-319. ISSN 1359-7345
Metadata only available from this repository.Official URL: http://dx.doi.org/10.1039/C39870000318
DOI: 10.1039/C39870000318
Abstract
The hydrolysis of an azetidin-2-ylideneammonium salt gives a -lactam and an aminoamide by competitive endo- and exo-cyclic C–N bond cleavage, the product ratio being pH and buffer dependent; the rate law for hydrolysis shows a third order term which is first order in substrate, hydroxide, and carbonate ions, which is interpreted as kinetically equivalent to general acid catalysed breakdown of the ionised tetrahedral intermediate and as evidence for non-facile C–N bond cleavage in the four-membered ring
| Item Type: | Article |
|---|---|
| Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry |
| Schools: | School of Applied Sciences |
| Related URLs: | |
| Depositing User: | Sharon Beastall |
| Date Deposited: | 06 Nov 2009 12:51 |
| Last Modified: | 06 Nov 2009 12:51 |
| URI: | http://eprints.hud.ac.uk/id/eprint/6129 |
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