Rotational Energy Barrier of the Polarized Carbon–Carbon Double Bond in Quinophthalone |
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Authors: | Issa Yavari Mehdi Adib Hamid R Bijanzadeh Majid M M Sadegi Hossein Logmani-Khouzani Javad Safari |
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Institution: | (1) Department of Chemistry, University of Tarbiat Modarres, Tehran, Iran, IR;(2) Department of Chemistry, University of Isfahan, Isfahan, Iran, IR |
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Abstract: | Summary. A dynamic NMR effect is observed in the 13C NMR spectra of anhydrous quinophthalone (quinoline yellow) and its monohydrate in the vicinity of 47°C and 0°C, respectively,
and is attributed to a restricted rotation around the polarized carbon–carbon double bond. The free energy of activation for
this process in anhydrous quinophthalone and the monohydrate is 65±2 and 55±2 kJ · mol−1, respectively, in CDCl3.
Received September 25, 2001. Accepted (revised) November 14, 2001 |
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Keywords: | , ,Restricted rotation, Quinoline yellow, Dynamic NMR, Push-pull olefines, |
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