NMR Study of Solvation Effect on Geometry of Proton-Bound Homodimers of Increasing Size

Handle URI:
http://hdl.handle.net/10754/625972
Title:
NMR Study of Solvation Effect on Geometry of Proton-Bound Homodimers of Increasing Size
Authors:
Gurinov, Andrei A.; Denisov, Gleb S.; Borissova, Alexandra O.; Goloveshkin, Alexander S.; Greindl, Julian; Limbach, Hans-Heinrich; Shenderovich, Ilya G.
Abstract:
Hydrogen bond geometries in the proton-bound homodimers of quinoline and acridine derivatives in an aprotic polar solution have been experimentally studied using 1H NMR at 120 K. The reported results show that increase of the dielec-tric permittivity of the medium results in contraction of the N…N distance. The degree of contraction depends on the homodimer's size and its substituent-specific solvation features. Neither of these effects can be reproduced using conven-tional implicit solvent models employed in computational studies. In general, the N…N distance in the homodimers of pyridine, quinoline, and acridine derivatives decreases in the sequence gas phase > solid state > polar solvent.
KAUST Department:
Imaging and Characterization Core Lab
Citation:
Gurinov AA, Denisov GS, Borissova AO, Goloveshkin AS, Greindl J, et al. (2017) NMR Study of Solvation Effect on Geometry of Proton-Bound Homodimers of Increasing Size. The Journal of Physical Chemistry A. Available: http://dx.doi.org/10.1021/acs.jpca.7b09285.
Publisher:
American Chemical Society (ACS)
Journal:
The Journal of Physical Chemistry A
Issue Date:
24-Oct-2017
DOI:
10.1021/acs.jpca.7b09285
Type:
Article
ISSN:
1089-5639; 1520-5215
Sponsors:
This work was supported by the German-Russian Interdisciplinary Science Center (G-RISC) funded by the German Federal Foreign Office via the German Academic Exchange Service (DAAD) and the Russian Foundation for Basic Research (Project 17-03-00590). We gratefully acknowledge the Gauss Centre for Supercomputing e.V. (www.gauss-centre.eu) for funding this project by providing computing time on the GCS Supercomputer SuperMUC at Leibniz Supercomputing Centre (LRZ, www.lrz.de)
Additional Links:
http://pubs.acs.org/doi/abs/10.1021/acs.jpca.7b09285
Appears in Collections:
Articles; Advanced Nanofabrication, Imaging and Characterization Core Lab

Full metadata record

DC FieldValue Language
dc.contributor.authorGurinov, Andrei A.en
dc.contributor.authorDenisov, Gleb S.en
dc.contributor.authorBorissova, Alexandra O.en
dc.contributor.authorGoloveshkin, Alexander S.en
dc.contributor.authorGreindl, Julianen
dc.contributor.authorLimbach, Hans-Heinrichen
dc.contributor.authorShenderovich, Ilya G.en
dc.date.accessioned2017-10-30T07:55:30Z-
dc.date.available2017-10-30T07:55:30Z-
dc.date.issued2017-10-24en
dc.identifier.citationGurinov AA, Denisov GS, Borissova AO, Goloveshkin AS, Greindl J, et al. (2017) NMR Study of Solvation Effect on Geometry of Proton-Bound Homodimers of Increasing Size. The Journal of Physical Chemistry A. Available: http://dx.doi.org/10.1021/acs.jpca.7b09285.en
dc.identifier.issn1089-5639en
dc.identifier.issn1520-5215en
dc.identifier.doi10.1021/acs.jpca.7b09285en
dc.identifier.urihttp://hdl.handle.net/10754/625972-
dc.description.abstractHydrogen bond geometries in the proton-bound homodimers of quinoline and acridine derivatives in an aprotic polar solution have been experimentally studied using 1H NMR at 120 K. The reported results show that increase of the dielec-tric permittivity of the medium results in contraction of the N…N distance. The degree of contraction depends on the homodimer's size and its substituent-specific solvation features. Neither of these effects can be reproduced using conven-tional implicit solvent models employed in computational studies. In general, the N…N distance in the homodimers of pyridine, quinoline, and acridine derivatives decreases in the sequence gas phase > solid state > polar solvent.en
dc.description.sponsorshipThis work was supported by the German-Russian Interdisciplinary Science Center (G-RISC) funded by the German Federal Foreign Office via the German Academic Exchange Service (DAAD) and the Russian Foundation for Basic Research (Project 17-03-00590). We gratefully acknowledge the Gauss Centre for Supercomputing e.V. (www.gauss-centre.eu) for funding this project by providing computing time on the GCS Supercomputer SuperMUC at Leibniz Supercomputing Centre (LRZ, www.lrz.de)en
dc.publisherAmerican Chemical Society (ACS)en
dc.relation.urlhttp://pubs.acs.org/doi/abs/10.1021/acs.jpca.7b09285en
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Physical Chemistry A, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/acs.jpca.7b09285.en
dc.titleNMR Study of Solvation Effect on Geometry of Proton-Bound Homodimers of Increasing Sizeen
dc.typeArticleen
dc.contributor.departmentImaging and Characterization Core Laben
dc.identifier.journalThe Journal of Physical Chemistry Aen
dc.eprint.versionPost-printen
dc.contributor.institutionInstitute of Chemistry and Biochemistry, Free University Berlin, Takustrasse 3, 14195 Berlin, Germany.en
dc.contributor.institutionInstitute of Physics, St. Petersburg State University, Ulyanovskaya str. 1, 198504 St. Petersburg, Russian Federation.en
dc.contributor.institutionA. N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, 119991, Vavilov Str., 28, Moscow, Russia.en
dc.contributor.institutionInstitute of Organic Chemistry, University of Regensburg, Universitaetstrasse 31, 93053 Regensburg, Germanyen
kaust.authorGurinov, Andrei A.en
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