Role of the C(2)-H Hydrogen Bond Donor in Gas-Phase Microsolvation of Imidazole Derivatives with ROH (R = CH3 , C2 H5 )

The Journal of Physical Chemistry. a
Aditi Bhattacherjee, Sanjay Wategaonkar

Abstract

Although the hydrogen-bonding properties of the protic solvents are comparable, a comparison of the gas-phase structures of water with those of the alcohols reveals certain similarities as well as differences. In this work we report the microsolvated clusters of imidazole derivatives, Benzimidazole (BIM) and N-methylbenzimidazole (MBIM) by methanol (M) and ethanol (E) in supersonic jet using electronic and vibrational spectroscopy and compare them with their hydrated clusters. The cluster sizes up to 1:2 of BIM/MBIM with methanol and ethanol, and up to 1:3 in the case of MBIM-methanol were observed. Both the N-H···O and O-H···N bound structures were observed for the BIM-M1 and BIM-E1 complexes. The O-H···N bound structures of 1:1 complexes of MBIM were relatively more stable than their BIM counterparts by about ∼0.25 kcal mol-1. Three distinct conformations (anti, gauche, and gauche') were identified for the O-H···N bound complexes of BIM-E1 and MBIM-E1. IR spectroscopy of the doubly and triply solvated clusters (namely BIM-M2, MBIM-M2,3 and MBIM-E2) gives unequivocal proof of H-bonded bridges that originate from the N acceptor and terminate at the C(2)-H group, similar to the analogous water clusters. These studies confirm tha...Continue Reading

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Citations

Mar 5, 2019·Physical Chemistry Chemical Physics : PCCP·Thomas ForstingRicardo A Mata
Feb 26, 2019·Science Advances·Ankita DasJyotishman Dasgupta
Jun 9, 2021·The Journal of Physical Chemistry. a·Viola Caroline D'mello, Sanjay Wategaonkar
Oct 25, 2017·The Journal of Physical Chemistry. a·Aditi Bhattacherjee, Sanjay Wategaonkar
Jul 1, 2017·The Journal of Physical Chemistry. a·Aditi Bhattacherjee, Sanjay Wategaonkar

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