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Abstract: Mobility of configuration and conformation in the “push−pull” cross-conjugated derivative 1,3-diphenyl-2-(p-dimethylaminophenyl)iminopropane-1,3-dione has been investigated by NMR. The energetics of the thermal process that interconnects the syn- and anti-configurations of the imino group with the atropisomeric conformations of the skewed benzoyl groups are defined. It is proposed that a symmetric Y-delocalized transition state thermally interconnects the inversion of the imino configurations with the mobile i… Show more

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Cited by 4 publications
(2 citation statements)
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“…1.5 Å) . Regarding the corresponding charge delocalization in such push–pull systems, the main source to date of experimental information has been NMR spectroscopy . In particular, the chemical shift difference of the two olefinic carbon atoms is a sensitive measure of double bond polarization …”
Section: Introductionmentioning
confidence: 99%
“…[21] To date, the main source of experimental information on charge delocalization in push±pull systems has been NMR spectroscopy. [16,22] In particular, the charge polarization of the formally double CÀC bond can be derived from 13 C NMR spectra, the chemical shift difference of the two olefinic carbon atoms being a sensitive measure of doublebond polarization. [16] In this work, we present the results of a very low temperature X-ray charge density study on a push±pull ethylene, namely 3-(1,3-diisopropyl-2-imidazolidinylidene)-2,4-pentanedione monohydrate (PPE-H).…”
Section: Introductionmentioning
confidence: 99%