Probing the Low-Barrier Hydrogen Bond in Hydrogen Maleate in the Gas Phase: A Photoelectron Spectroscopy and ab Initio Study

Woo, Hin-koon; Wang, Xue B; Wang, Lai S; Lau, Kai Chung

doi:10.1021/jp0553277

Title: Probing the Low-Barrier Hydrogen Bond in Hydrogen Maleate in the Gas Phase: A Photoelectron Spectroscopy and ab Initio Study

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Abstract

The strength of the low-barrier hydrogen bond in hydrogen maleate in the gas phase was investigated by low-temperature photoelectron spectroscopy and ab initio calculations. Photoelectron spectra of maleic and fumaric acid monoanions (cis-/trans-HO2CCHdCHCO2 -) were obtained at low temperatures and at 193 nm photon energy. Vibrational structure was observed for trans-HO2CCHdCHCO2 - due to the OCO bending modes; however, cis-HO2CCHdCHCO2 - yielded a broad and featureless spectrum. The electron binding energy of cis-HO2CCHdCHCO2 - is about 1 eV blue-shifted relative to trans-HO2CCHdCHCO2 - due to the formation of intramolecular hydrogen bond in the cis-isomer. Theoretical calculations (CCSD(T)/ aug-cc-pVTZ and B3LYP/aug-cc-pVTZ) were carried out to estimate the strength of the intramolecular hydrogen bond in cis-HO2CCHdCHCO2 -. Combining experimental and theoretical calculations yields an estimate of 21.5 ( 2.0 kcal/mol for the intramolecular hydrogen bond strength in hydrogen maleate.

Authors:: Woo, Hin-koon; Wang, Xue B; Wang, Lai S; Lau, Kai Chung

Publication Date:: Thu Dec 01 00:00:00 EST 2005

Research Org.:: Pacific Northwest National Lab. (PNNL), Richland, WA (United States). Environmental Molecular Sciences Lab. (EMSL)

Sponsoring Org.:: USDOE

OSTI Identifier:: 876996

Report Number(s):: PNNL-SA-47874
Journal ID: ISSN 1089-5639; JPCAFH; 1391a; 1391; KC0301020; TRN: US200608%%359

DOE Contract Number:: AC05-76RL01830

Resource Type:: Journal Article

Journal Name:: Journal of Physical Chemistry A, 109(47):10633-10637

Additional Journal Information:: Journal Volume: 109; Journal Issue: 47; Journal ID: ISSN 1089-5639

Country of Publication:: United States

Language:: English

Subject:: 08 HYDROGEN; BENDING; BINDING ENERGY; ELECTRONS; FUMARIC ACID; HYDROGEN; PHOTOELECTRON SPECTROSCOPY; PHOTONS; SPECTRA; Environmental Molecular Sciences Laboratory

Citation Formats


                    Woo, Hin-koon, Wang, Xue B, Wang, Lai S, and Lau, Kai Chung. Probing the Low-Barrier Hydrogen Bond in Hydrogen Maleate in the Gas Phase: A Photoelectron Spectroscopy and ab Initio Study.  United States: N. p., 2005. 
        Web.  doi:10.1021/jp0553277.

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                    Woo, Hin-koon, Wang, Xue B, Wang, Lai S, & Lau, Kai Chung. Probing the Low-Barrier Hydrogen Bond in Hydrogen Maleate in the Gas Phase: A Photoelectron Spectroscopy and ab Initio Study.  United States.  https://doi.org/10.1021/jp0553277

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                    Woo, Hin-koon, Wang, Xue B, Wang, Lai S, and Lau, Kai Chung. 2005.  
        "Probing the Low-Barrier Hydrogen Bond in Hydrogen Maleate in the Gas Phase: A Photoelectron Spectroscopy and ab Initio Study".  United States.  https://doi.org/10.1021/jp0553277.

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@article{osti_876996,

  title        = {Probing the Low-Barrier Hydrogen Bond in Hydrogen Maleate in the Gas Phase: A Photoelectron Spectroscopy and ab Initio Study},

  author       = {Woo, Hin-koon and Wang, Xue B and Wang, Lai S and Lau, Kai Chung},

  abstractNote = {The strength of the low-barrier hydrogen bond in hydrogen maleate in the gas phase was investigated by low-temperature photoelectron spectroscopy and ab initio calculations. Photoelectron spectra of maleic and fumaric acid monoanions (cis-/trans-HO2CCHdCHCO2 -) were obtained at low temperatures and at 193 nm photon energy. Vibrational structure was observed for trans-HO2CCHdCHCO2 - due to the OCO bending modes; however, cis-HO2CCHdCHCO2 - yielded a broad and featureless spectrum. The electron binding energy of cis-HO2CCHdCHCO2 - is about 1 eV blue-shifted relative to trans-HO2CCHdCHCO2 - due to the formation of intramolecular hydrogen bond in the cis-isomer. Theoretical calculations (CCSD(T)/ aug-cc-pVTZ and B3LYP/aug-cc-pVTZ) were carried out to estimate the strength of the intramolecular hydrogen bond in cis-HO2CCHdCHCO2 -. Combining experimental and theoretical calculations yields an estimate of 21.5 ( 2.0 kcal/mol for the intramolecular hydrogen bond strength in hydrogen maleate.},

  doi          = {10.1021/jp0553277},

  url          = {https://www.osti.gov/biblio/876996},
  journal      = {Journal of Physical Chemistry A, 109(47):10633-10637},

  issn         = {1089-5639},

  number       = 47,

  volume       = 109,

  place        = {United States},

  year         = {Thu Dec 01 00:00:00 EST 2005},

  month        = {Thu Dec 01 00:00:00 EST 2005}

}

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