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Title
| - Probing the Low-Barrier Hydrogen Bond in Hydrogen Maleate in the Gas Phase: APhotoelectron 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 bylow-temperature photoelectron spectroscopy and ab initio calculations. Photoelectron spectra of maleic andfumaric acid monoanions (cis-/trans-HO2CCHCHCO2-) were obtained at low temperatures and at 193 nmphoton energy. Vibrational structure was observed for trans-HO2CCHCHCO2- due to the OCO bendingmodes; however, cis-HO2CCHCHCO2- yielded a broad and featureless spectrum. The electron bindingenergy of cis-HO2CCHCHCO2- is about 1 eV blue-shifted relative to trans-HO2CCHCHCO2- due tothe 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 intramolecularhydrogen bond in cis-HO2CCHCHCO2-. Combining experimental and theoretical calculations yields anestimate of 21.5 ± 2.0 kcal/mol for the intramolecular hydrogen bond strength in hydrogen maleate.
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