Bifunctional Hydrogen Bonding of Imidazole with Water Explored by Rotational Spectroscopy and DFT Calculations

The Journal of Physical Chemistry. a
Eva GougoulaNicholas R Walker

Abstract

Laser vaporization of imidazole in the presence of an argon buffer gas has allowed the generation and isolation of two isomers of an imidazole monohydrate complex, denoted herein as imid···H2O and H2O···imid, within a gas sample undergoing supersonic expansion. Imidazole and water are respectively proton-accepting and proton-donating in imid···H2O, but these roles are reversed in the H2O···imid complex. Both isomers have been characterized by chirped-pulse Fourier transform microwave spectroscopy between 7.0 and 18.5 GHz. The ground-state rotational spectra of four isotopologues of imid···H2O and three isotopologues of H2O···imid have been measured. All spectra have been assigned and fitted to determine rotational (A0, B0, C0), centrifugal distortion (D J , D JK ), and nuclear quadrupole coupling constants (χ aa (N1), [χ bb (N1) - χ cc (N1)], χ aa (N3), and [χ bb (N3) - χ cc (N3)]). Structural parameters (r0 and rs) have been accurately determined from measured rotational constants for each isomer. The imid···H2O complex contains a nonlinear hydrogen bond (∠(O-Hb···N3) = 172.1(26)° in the experimentally determined, r0 geometry) between the pyridinic nitrogen of imidazole and a hydrogen atom of H2O. The DFT calculations find tha...Continue Reading

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Oct 17, 2019·The Journal of Chemical Physics·Eva GougoulaNicholas R Walker

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Citations

Apr 6, 2021·The Journal of Physical Chemistry. a·Alessio MelliCristina Puzzarini

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