Communication: Remarkable electrophilicity of the oxalic acid monomer: An anion photoelectron spectroscopy and theoretical study

Journal Article · Sat Jun 14 00:00:00 EDT 2014 · Journal of Chemical Physics

DOI:https://doi.org/10.1063/1.4882655· OSTI ID:22420081

Buonaugurio, Angela; Graham, Jacob; Buytendyk, Allyson; Gutowski, Maciej ^[1]; Haranczyk, Maciej ^[2]

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1. Institute of Chemical Sciences, School of Engineering and Physical Sciences, Heriot-Watt University, Edinburgh, Scotland, EH14 4AS (United Kingdom)
2. Computational Research Division, Lawrence Berkeley National Laboratory, One Cyclotron Road, MS 50F-1650, Berkeley, California 94720 (United States)

Our experimental and computational results demonstrate an unusual electrophilicity of oxalic acid, the simplest dicarboxylic acid. The monomer is characterized by an adiabatic electron affinity and electron vertical detachment energy of 0.72 and 1.08 eV (±0.05 eV), respectively. The electrophilicity results primarily from the bonding carbon-carbon interaction in the singly occupied molecular orbital of the anion, but it is further enhanced by intramolecular hydrogen bonds. The well-resolved structure in the photoelectron spectrum is reproduced theoretically, based on Franck-Condon factors for the vibronic anion → neutral transitions.

• OSTI ID: 22420081
• Journal Information: Journal of Chemical Physics, Vol. 140, Issue 22; Other Information: (c) 2014 AIP Publishing LLC; Country of input: International Atomic Energy Agency (IAEA); ISSN 0021-9606
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ANIONS
BONDING
CARBON
ELECTRONS
INTERACTIONS
MOLECULAR ORBITAL METHOD
MONOMERS
OXALIC ACID
PHOTOELECTRON SPECTROSCOPY