Back
Quantification of Conventional and Nonconventional Charge-Assisted Hydrogen Bonds in the Condensed and Gas Phases.
Journal article

Quantification of Conventional and Nonconventional Charge-Assisted Hydrogen Bonds in the Condensed and Gas Phases.

  • Katsyuba SA A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Centre of the Russian Academy of Sciences , Arbuzov Street 8, 420088 Kazan, Russia.
  • Vener MV Department of Quantum Chemistry, Mendeleev University of Chemical Technology , Miusskaya Square 9, 125047 Moscow, Russia.
  • Zvereva EE A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Centre of the Russian Academy of Sciences , Arbuzov Street 8, 420088 Kazan, Russia.
  • Fei Z Institut des Sciences et Ingénierie Chimiques, Ecole Polytechnique Fédérale de Lausanne (EPFL) EPFL - BCH , CH-1015 Lausanne, Switzerland.
  • Scopelliti R Institut des Sciences et Ingénierie Chimiques, Ecole Polytechnique Fédérale de Lausanne (EPFL) EPFL - BCH , CH-1015 Lausanne, Switzerland.
  • Brandenburg JG Mulliken Center for Theoretical Chemistry, Institut für Physikalische und Theoretische Chemie der Universität Bonn , Beringstrasse 4, 53115 Bonn, Germany.
  • Siankevich S Institut des Sciences et Ingénierie Chimiques, Ecole Polytechnique Fédérale de Lausanne (EPFL) EPFL - BCH , CH-1015 Lausanne, Switzerland.
  • Dyson PJ Institut des Sciences et Ingénierie Chimiques, Ecole Polytechnique Fédérale de Lausanne (EPFL) EPFL - BCH , CH-1015 Lausanne, Switzerland.
Show more…
  • 2015-10-27
Published in:
  • The journal of physical chemistry letters. - 2015
IR intensities
carbenes
energy
frequency shifts
ionic liquids
solid-state DFT
English Charge-assisted hydrogen bonds (CAHBs) play critical roles in many systems from biology through to materials. In none of these areas has the role and function of CAHBs been explored satisfactorily because of the lack of data on the energy of CAHBs in the condensed phases. We have, for the first time, quantified three types of CAHBs in both the condensed and gas phases for 1-(2'-hydroxylethyl)-3-methylimidazolium acetate ([C2OHmim][OAc]). The energy of conventional OH···[OAc](-) CAHBs is ∼10 kcal·mol(-1), whereas nonconventional C(sp2)H···[OAc](-) and C(sp3)H···[OAc](-) CAHBs are weaker by ∼5-7 kcal·mol(-1). In the gas phase, the strength of the nonconventional CAHBs is doubled, whereas the conventional CAHBs are strengthened by <20%. The influence of cooperativity effects on the ability of the [OAc](-) anion to deprotonate the imidazolium cation is evaluated. The ability to quantify CAHBs in the condensed phase on the basis of easier accessible gas-phase estimates is highlighted.
Language
  • English
Open access status
closed
Identifiers
Persistent URL
https://sonar.ch/global/documents/194049
Statistics
Document views: 16 File downloads: