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231223s2008 xx |||||o 00| ||eng c |
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|a 10.1002/mrc.2158
|2 doi
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|a pubmed24n0589.xml
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|a eng
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|a Pedersoli, Susimaire
|e verfasserin
|4 aut
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|a NMR spin-spin couplings involving nuclei in the neighborhood of a carbonyl group. 3JCH couplings in alpha-substituted acetamides
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|c 2008
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
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|2 rdamedia
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|a ƒa Online-Ressource
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|2 rdacarrier
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|a Date Completed 16.04.2008
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|a Date Revised 20.07.2009
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|a published: Print
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|a Citation Status PubMed-not-MEDLINE
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|a Copyright (c) 2008 John Wiley & Sons, Ltd.
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|a In this work 3JCH spin-spin coupling constants (SSCCs) for the cis- and trans-conformers for alpha-X-acetamides (X = F, Cl, Br and CN) (1-4) were studied in detail since they were found to be notably different for both conformers. These differences are rationalized as originating in the changes of the strong negative hyperconjugative interactions that take place within the carbonyl group. Such changes are found to depend not only on conformation, but also on solvent. For the cis-conformers there is a close proximity between the X-substituent and the in-plane oxygen lone pair of pure p character, which affects notably their respective negative hyperconjugative interactions. Both the efficiency for transmitting the Fermi contact (FC) term through the coupling pathway of 3JCH SSCCs and its potential as a probe to study the stereochemical properties of the XH2C group are discussed
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|a Journal Article
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|a Dos Santos, Francisco P
|e verfasserin
|4 aut
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|a Rittner, Roberto
|e verfasserin
|4 aut
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| 700 |
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|a Contreras, Rubén H
|e verfasserin
|4 aut
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|a Tormena, Cláudio F
|e verfasserin
|4 aut
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|i Enthalten in
|t Magnetic resonance in chemistry : MRC
|d 1985
|g 46(2008), 3 vom: 30. März, Seite 202-5
|w (DE-627)NLM098179667
|x 1097-458X
|7 nnns
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|g volume:46
|g year:2008
|g number:3
|g day:30
|g month:03
|g pages:202-5
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|u http://dx.doi.org/10.1002/mrc.2158
|3 Volltext
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