Jump to ContentJump to Main Navigation
Show Summary Details
More options …

Acta Chimica Slovaca

The Journal of Slovak University of Technology in Bratislava

2 Issues per year

Open Access
Online
ISSN
1337-978X
See all formats and pricing
More options …

Solvation enthalpies of the proton in polar and non-polar solvents: Theoretical study

Lenka Rottmannová
  • Corresponding author
  • Institute of Physical Chemistry and Chemical Physics, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37 Bratislava, Slovakia
  • Email
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Peter Škorňa
  • Institute of Physical Chemistry and Chemical Physics, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37 Bratislava, Slovakia
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Ján Rimarčík
  • Institute of Physical Chemistry and Chemical Physics, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37 Bratislava, Slovakia
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Vladimír Lukeš
  • Institute of Physical Chemistry and Chemical Physics, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37 Bratislava, Slovakia
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
/ Erik Klein
  • Institute of Physical Chemistry and Chemical Physics, Slovak University of Technology in Bratislava, Radlinského 9, SK-812 37 Bratislava, Slovakia
  • Other articles by this author:
  • De Gruyter OnlineGoogle Scholar
Published Online: 2013-05-22 | DOI: https://doi.org/10.2478/acs-2013-0011

Abstract

In spite of the importance of proton transfer in solution-phase processes, there is still no systematic theoretical study of proton solvation enthalpies. We have investigated the solvation enthalpies of the proton in seven solvents of various polarities (benzene, chloroform, acetone, methanol, ethanol, DMSO, water) using the Integral Equation Formalism Polarized Continuum Model (IEF-PCM). All computations were performed at the B3LYP and BHLYP levels of theory with aug-cc-pVDZ, aug-cc-pVTZ and aug-cc-pVQZ basis sets. Our calculations have shown that the B3LYP and BHLYP functionals provide similar solvation enthalpies. Finally, differences in the solvation enthalpy of the proton values stemming from the various basis sets do not exceed 6 kJ mol-1, with exception of DMSO and chloroform. Distance between H+ and the acceptor atom of the solvent molecule is the shortest in the case of water. It has been also found that the B3LYP distances are slightly longer.

Keywords: DFT; IEF-PCM; proton solvation enthalpy; solvent

  • Atkins PW (1998) Physical chemistry, 6th ed., Oxford University Press, Oxford.Google Scholar

  • Bartmess JE (1994) J. Phys. Chem. 98: 6420-6424.Google Scholar

  • Cances E, Mennucci B, Tomasi J (1997) J. Chem. Phys. 107: 3032-3041.Google Scholar

  • Dunning TH Jr. (1989) J. Chem. Phys. 90: 1007-1023.Google Scholar

  • Fifen JJ, Nsangou M, Dhaouadi Z, Motapon O, Jaidane N (2011) Comp. Theor. Chem. 966: 232-243.Google Scholar

  • Fifen JJ, Nsangou M, Dhaouadi Z, Motapon O, Jaidane N (2013) J. Chem. Theory Comput. 9: 1173-1181.Google Scholar

  • Frisch MJ, Trucks GW, Schlegel HB Scuseria GE, Robb MA, Cheeseman JR, Montgomery JA, Jr., Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cosi M, Scalmani G, Rega N, Petersson GA, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegava J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox JE, Hratchian HP, Cross JB, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain M-C, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nakaryakkara A, Chalacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzales C, Pople JA (2003) GAUSSIAN 03, Revision A.1, Gaussian, Inc., Pittsburgh, PA.Google Scholar

  • Kendall RA, Dunning TH, Harrison RJ (1992) J. Chem. Phys. 96: 6796-6806.Google Scholar

  • Litwinienko G, Ingold KU (2003) J. Org. Chem. 68: 3433-3438.Google Scholar

  • Mejias JA, Lago S (2000) J. Chem. Phys. 113: 7306-7316.Google Scholar

  • Meyer TJ, Huynh MHV, Thorp HH (2007) Angew. Chem. Int. Ed. 46: 5284-5304.Google Scholar

  • Musialik M, Kuzmicz R, Pawlowski TS, Litwinienko G (2009) J. Org. Chem. 74: 2699-2709.Google Scholar

  • Musialik M, Litwinienko G (2005) Org. Lett. 7: 4951-4954.Google Scholar

  • Prochazkova D, Boušova I, Wilhelmova N (2011) Fitoterapia 82: 513-523.PubMedGoogle Scholar

  • Rimarčik J, Lukeš V, Klein E, Ilčin M (2010) J. Mol. Struc. 952: 25-30.Google Scholar

  • Staško A, Brezova V, Biskupič S, Mišik V (2007) Free Radical Res. 41: 379-390.Google Scholar

  • Vaganek A, Rimarčik J, Lukeš V, Klein E (2012) Comp. Theor. Chem. 991: 192-200.Google Scholar

  • Wilhelm E, Battino R (1973) Chem. Rew. 73: 1-9.Google Scholar

About the article

Published Online: 2013-05-22

Published in Print: 2013-04-01


Citation Information: Acta Chimica Slovaca, ISSN (Print) 1337-978X, DOI: https://doi.org/10.2478/acs-2013-0011.

Export Citation

This content is open access.

Citing Articles

Here you can find all Crossref-listed publications in which this article is cited. If you would like to receive automatic email messages as soon as this article is cited in other publications, simply activate the “Citation Alert” on the top of this page.

[1]
Alhadji Malloum, Jean Jules Fifen, Zoubeida Dhaouadi, Serge Guy Nana Engo, and Nejm-Eddine Jaidane
The Journal of Chemical Physics, 2017, Volume 146, Number 13, Page 134308

Comments (0)

Please log in or register to comment.
Log in