| Comment on "The interplay between steric and electronic effects in SN2 reactions". | |
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MedLine Citation:
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PMID: 20411529 Owner: NLM Status: PubMed-not-MEDLINE |
Abstract/OtherAbstract:
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We respond to a paper by Fernández, Frenking, and Uggerud (FFU: Chem. Eur. J. 2009, 15, 2166) in which they conclude that not steric hindrance but reduced electrostatic attraction and reduced orbital interactions are responsible for the S(N)2 barrier, in particular in the case of more highly substituted substrates, for example, F(-) + C(CH(3))(3)F. We disagree with this conclusion, which we show is the result of neglecting geometry relaxation processes that are induced by increased Pauli repulsion in the sterically congested S(N)2 transition state. |
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Authors:
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Willem-Jan van Zeist; F Matthias Bickelhaupt |
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Publication Detail:
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Type: Comment; Letter |
Journal Detail:
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Title: Chemistry (Weinheim an der Bergstrasse, Germany) Volume: 16 ISSN: 1521-3765 ISO Abbreviation: Chemistry Publication Date: 2010 May |
Date Detail:
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Created Date: 2010-05-17 Completed Date: 2010-08-10 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9513783 Medline TA: Chemistry Country: Germany |
Other Details:
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Languages: eng Pagination: 5538-41; author reply 5542-3 Citation Subset: - |
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| Comments/Corrections | |
Comment On:
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Chemistry. 2009;15(9):2166-75
[PMID:
19142945
]
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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