Abstract
The electron density distribution of the first eight homologues of dimethyl sulfoxide was calculated. The group charges, energies, and volumes were obtained using the quantum theory “”Atoms in Molecules”. The inductive effect of the sulfinyl group on the hydrocarbon chain is considered.
References
Sh. Oae, Organic Sulfur Chemistry, CRC Press, Boca Raton, 1991, 443 pp.
V. V. Gavrilov, V. A. Startseva, L. E. Nikitina, O. A. Lodochnikova, O. I. Gnezdilov, S. A. Lisovskaya, N. I. Glushko, E. N. Klimovitskii, Pharm. Chem. J., 2010, 44, 126; DOI: https://doi.org/10.1007/s11094-010-0413-x.
G. Li, Y. Nieves-Quinones, H. Zhang, Qi. Liang, Sh. Su, Qi. Liu, M. C. Kozlowski, T. Jia, Nat. Commun., 2020, 11, 2890; DOI: https://doi.org/10.1038/s41467-020-16713-8.
K. G. M. Kou, V. M. Dong, Org. Biomol. Chem., 2015, 13, 5844; DOI: https://doi.org/10.1039/C5OB00083A.
T. I. Kylosova, A. A. Elkin, V. V. Grishko, I. B. Ivshina, J. Mol. Catal. B: Enzym., 2016, 123, 8; DOI: https://doi.org/10.1016/j.molcatb.2015.10.014.
R. Fazaeli, M. Solimannejad, Iran. Chem. Commun., 2014, 2, 244.
P. W. Szafrański, M. E. Trybula, P. Kasza, M. T. Cegła, J. Mol. Struct., 2020, 1202, 127346; DOI: https://doi.org/10.1016/j.molstruc.2019.127346.
J. A. Raskatov, Sc. Virgil, Hs.-W. Lee, L. M. Henling, K. Chan, A. J. Kuhn, A. R. Foley, Chem. Eur. J., 2020, 26, 4467; DOI: https://doi.org/10.1002/chem.201904848.
R. F. W. Bader, Atoms in Molecules: A Quantum Theory, Oxford University Press, Oxford, 1990, 438 pp.
N. S. Venkataramanan, A. Suvitha, Y. Kawazoe, J. Mol. Graph. Model., 2017, 78, 48; DOI: https://doi.org/10.1016/j.jmgm.2017.09.022.
N. S. Venkataramanan, A. Suvitha, J. Mol. Graph. Model., 2018, 81, 50; DOI: https://doi.org/10.1016/j.jmgm.2018.02.010.
M. Šimunková, M. Malček, Acta Chim. Slovaca, 2020, 13, No. 2, 38; DOI: https://doi.org/10.2478/acs-2020-0022.
M. Breza, AIP Conf. Proceed., 2015, 1694, 020002; DOI: https://doi.org/10.1063/1.4937228.
Z. Huang, Y. Dai, L. Yu, H. Wang, J. Mol. Model., 2011, 17, 2609; DOI: https://doi.org/10.1007/s00894-011-0956-0.
M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, A. D. Daniels, O. Farkas, A. D. Rabuck, K. Raghavachari, J. V. Ortiz, Gaussian 03 (Revision E 0.1, SMP). Program for quantum chemical calculations, Gaussian Inc. Pittsburgh PA, 2007.
T. A. Keith, AIMAll (Version 17.01.25, Professional). Program for Computational Chemistry Using the Quantum Theory of Atoms in Molecules (QTAIM), 2011; http://aim.tkgristmill.com.
N. P. Rusakova, V. V. Turovtsev, Yu. D. Orlov, Russ. J. Struct. Chem., 2020, 61, 1845; DOI: https://doi.org/10.1134/S0022476620120021.
N. P. Rusakova, V. V. Turovtsev, Yu. D. Orlov, A. V. Kotomkin, Izv. Vuz. Khim. Khim. Tekhnol. [ChemChemTech], 2019, 62, No. 10, 96; DOI: https://doi.org/10.6060/ivkkt.20196210.5964 (in Russian).
N. P. Rusakova, V. V. Turovtsev, Yu. D. Orlov, Russ. J. Struct. Chem., 2015, 56, 22; DOI: https://doi.org/10.1134/S0022476615010047.
N. P. Rusakova, V. V. Turovtsev, Yu. D. Orlov, Russ. J. Appl. Chem., 2011, 84, 1626; DOI: https://doi.org/10.1134/S1070427211090291.
A. V. Kotomkin, N. P. Rusakova, V. V. Turovtsev, Yu. D. Orlov, Izv. Vuz. Khim. Khim. Tekhnol. [ChemChemTech], 2019, 62, No. 1, 31; DOI: https://doi.org/10.6060/ivkkt.20196201.5517 (in Russian).
A. V. Kotomkin, N. P. Rusakova, V. V. Turovtsev, Yu. D. Orlov, Fiz-khim. aspekty izucheniya klasterov, nanostruktur i nanomaterialov [Phys. Chem. Aspects of the Study of Clusters, Nanostructures and Nanomaterials], 2020, 12, 438; DOI: https://doi.org/10.26456/pcascnn/2020.12.438 (in Russian).
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No human or animal subjects were used in this research.
The authors declare no competing interests.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 7, pp. 1499–1504, July, 2023.
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Rusakova, N.P., Turovtsev, V.V., Orlov, Y.D. et al. Electronic structure of dimethyl sulfoxide homologues. Russ Chem Bull 72, 1499–1504 (2023). https://doi.org/10.1007/s11172-023-3927-6
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DOI: https://doi.org/10.1007/s11172-023-3927-6