Baldwin, John E. and Roberts, John D. (1963) Mechanism of the Thermal Isomerization of 5-Norbornene-2,3-endo-Dicarboxylic Anhydride. Journal of the American Chemical Society, 85 (1). pp. 115-116. ISSN 0002-7863. doi:10.1021/ja00884a029. https://resolver.caltech.edu/CaltechAUTHORS:20151016-112438623
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Abstract
The thermal interconversions of α and β-1-hydroxydicyclopentadiene with syn- and anti-8-hydroxydicyclopentadiene, respectively, with retention of optical activity and analogous rearrangements have been considered in mechanistic descriptions of the Diels-Alder reaction. In the case of deuterium-labeled methacrolein dimer, an internal stereospecific pathway for rearrangement and complete dissociation of the dimer are very much in competition at 180°, and both reactions occur simultaneously. As was noted, the possibility that different energy paths are involved in the two processes remained unsettled.
| Item Type: | Article | |||||||||
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| Additional Information: | © 1963 American Chemical Society. Received November 15, 1962. Supported in part by the National Science Foundation. | |||||||||
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| Issue or Number: | 1 | |||||||||
| DOI: | 10.1021/ja00884a029 | |||||||||
| Record Number: | CaltechAUTHORS:20151016-112438623 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151016-112438623 | |||||||||
| Official Citation: | Mechanism of the Thermal Isomerization of 5-Norbornene-2,3-endo-Dicarboxylic Anhydride John E. Baldwin and John D. Roberts Journal of the American Chemical Society 1963 85 (1), 115-116 DOI: 10.1021/ja00884a029 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 61209 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Ruth Sustaita | |||||||||
| Deposited On: | 16 Oct 2015 21:35 | |||||||||
| Last Modified: | 10 Nov 2021 22:45 |
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