Abstract
The reaction between spillover hydrogen (SH) and mexidol upon high-temperature solid state catalytic isotope exchange (HSCIE) is studied experimentally and via DFT B3LYP and MP2 calculations. The distribution of isotopes and the activation energy of the reaction are determined via NMR spectro-scopy and mass spectrometry for samples of the deuterium-labeled mexidol obtained via HSCIE at 50–120°C. The DFT calculated activation energy of hydrogen transfer on the charged alumina cluster HH+(‒Al–O–)3(OH)6 is found to agree with the experimental data. A mechanism is proposed for HSCIE between the adsorbed compound and charged Brønsted acid sites formed on the surface of the support upon exposure to hydrogen spillover.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
REFERENCES
W. C. Conner and J. L. Falconer, Chem. Rev. 95, 759 (1995).
D. A. Panayotov, S. P. Burrows, J. T. Yates, and J. R. Morris, J. Phys. Chem. C 115, 22400 (2011).
V. B. Parambhath, R. Nagar, K. Sethupathi, and S. Ramaprabhu, J. Phys. Chem. C 115, 15679 (2011).
J. Conradie, J. Gracia, and J. W. Niemantsverdriet, J. Phys. Chem. C 116, 25362 (2012).
R. Prins, V. K. Palfi, and M. Reiher, J. Phys. Chem. C 116, 14274 (2012).
M. Yang, I. Nakamura, and K. Fujuimoto, J. Appl. Catal., Gen. 144, 221 (1996).
A. M. Stumbo, P. Grande, and B. Delmon, Studies Surf. Sci. Catal. 112, 211 (1997).
F. Roessner, U. Roland, and T. Braunschweig, J. Chem. Soc., Faraday Trans. 91, 1536 (1995).
A. Gutsze, U. Roland, and H. G. Karger, Stud. Surf. Sci. Catal. 112, 417 (1997).
M. Holmberg and I. Lundström, J. Appl. Surf. Sci. 93, 67 (1996).
A. B. Yaroslavtsev, Usp. Khim. 63, 449 (1994).
Yu. A. Zolotarev, E. M. Dorokhova, V. N. Nezavibatko, et al., Amino Acids 8, 353 (1995).
Yu. A. Zolotarev, A. K. Dadayan, Yu. A. Borisov, et al., J. Phys. Chem. 117, 16878 (2013).
Yu. A. Zolotarev, A. K. Dadayan, Yu. A. Borisov, and V. S. Kozik, Chem. Rev. 110, 5425 (2010).
Gaussian 09W, Version 7.0 (Gaussian, Inc., 1995–2009).
R. G. Parr and Y. Yang, Density-Functional Theory of Atoms and Molecules (Oxford Univ. Press, Oxford, 1989).
A. D. Becke, Phys. Rev. A 38, 3098 (1988).
C. Lee, W. Yang, and R. G. Parr, Phys. Rev. B 37, 785 (1988).
C. Gonzalez and H. B. Schlegel, J. Phys. Chem. 94, 5523 (1990).
H. B. Schlegel and M. A. Robb, Chem. Phys. Lett. 93, 43 (1982).
H. B. Schlegel, Geometry Optimization on Potential Energy Surfaces, in Modern Electronic Structure Theory, Ed. by D. R. Yarkony (World Scientific, Singapore, 1995).
A. K. Dadayan, Yu. A. Borisov, E. V. Bocharov, Yu. A. Zolotarev, I. Yu. Nagaev, and N. F. Myasoedov, Dokl. Phys. Chem. 484, 15 (2019).
G. D. Chukin, The Structure of Aluminum Oxide and Hydrodesulfurization Catalysts. Reaction Mechanisms (Paladin, Printa, Moscow, 2010) [in Russian].
Funding
This work was supported by the Presidium of the Russian Academy of Sciences as part of the fundamental research program “Molecular and Cellular Biology and Postgenomic Technologies.”
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated by K. Utegenov
Rights and permissions
About this article
Cite this article
Dadayan, A.K., Borisov, Y.A., Zolotarev, Y.A. et al. Solid-State Catalytic Hydrogen/Deuterium Exchange in Mexidol. Russ. J. Phys. Chem. 95, 273–278 (2021). https://doi.org/10.1134/S0036024421020096
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0036024421020096