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1H NMR spectroscopic investigation of the kinetics of the equilibrium between Z and E isomers

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Abstract

A 1H NMR spectroscopic investigation of the kinetics of the interchange process in the equilibrium between the Z and E isomers of a stable phosphorus ylide containing a 2-benzoxazolinone group has been undertaken. Activation data (k −1, k 1, k total, Ea 1, Ea −1, Ea total, ΔS #, ΔH #, and ΔG #) and thermodynamic data (K e, ΔH°, ΔG°, and ΔS°) for the forward and reverse steps of the opposing reaction were obtained experimentally.

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Notes

  1. \( \Updelta G^{^\circ } = - {\text{R}}T{\text{Ln}}K_{e}^{^\circ } ,\quad \Updelta S^{^\circ } = \frac{{\Updelta H^{^\circ } - \Updelta G^{^\circ } }}{T} \) .

  2. \( k = \frac{{k_{B} \times T}}{h} \times ({\text{R}}T)^{ - \Updelta n} \times e^{{ - \frac{{\Updelta H^{\# } }}{RT}}} \times e^{{ \frac{{\Updelta S^{\# } }}{R}}} , \quad \Updelta H^{\# } = Ea_{\text{total}} - nRT, \quad \Updelta G^{\# } = \Updelta H^{\# } - T\Updelta S^{\# } \)

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Acknowledgments

We gratefully acknowledge financial support from the Research Council of the University of Sistan and Baluchestan.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran

    Sayyed Mostafa Habibi-Khorassani, Malek Taher Maghsoodlou, Ali Ebrahimi, Elham Aghdaei & Mohammad Amin Kazemian

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  1. Sayyed Mostafa Habibi-Khorassani
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  2. Malek Taher Maghsoodlou
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  3. Ali Ebrahimi
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Correspondence to Sayyed Mostafa Habibi-Khorassani.

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Habibi-Khorassani, S.M., Maghsoodlou, M.T., Ebrahimi, A. et al. 1H NMR spectroscopic investigation of the kinetics of the equilibrium between Z and E isomers. Res Chem Intermed 40, 2729–2736 (2014). https://doi.org/10.1007/s11164-013-1125-0

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