Journal article
Concerted or Stepwise: How Much Do Free-Energy Landscapes Tell Us about the Mechanisms of Elimination Reactions?
- Abstract:
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The base-catalyzed dehydration of benzene cis-1,2-dihydrodiols is driven by formation of an aromatic product as well as intermediates potentially stabilized by hyperaromaticity. Experiments exhibit surprising shifts in isotope effects, indicating an unusual mechanistic balance on the E2-E1cB continuum. In this study, both 1- and 2-dimensional free energy surfaces are generated for these compounds with various substituents, using density functional theory and a mixed implicit/explicit solvatio...
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- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Preview, Version of record, 2.1MB, Terms of use)
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- Publisher copy:
- 10.1021/jo402702m
Authors
Bibliographic Details
- Publisher:
- American Chemical Society
- Journal:
- Journal of Organic Chemistry More from this journal
- Volume:
- 79
- Issue:
- 3
- Pages:
- 1280-1288
- Publication date:
- 2014-01-24
- DOI:
- EISSN:
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1520-6904
- ISSN:
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0022-3263
Item Description
- Language:
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English
- Keywords:
- Pubs id:
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974597
- Local pid:
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pubs:974597
- Deposit date:
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2020-02-14
Terms of use
- Copyright holder:
- American Chemical Society
- Copyright date:
- 2014
- Rights statement:
- © 2014 American Chemical Society. This article is Open Access
- Licence:
- CC Attribution (CC BY)
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