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

Angela Buonaugurio; Jacob Graham; Allyson Buytendyk; Kit H. Bowen; Matthew R. Ryder; Zibo G. Keolopile; MacIej Haranczyk; MacIej Gutowski

doi:10.1063/1.4882655

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

Angela Buonaugurio, Jacob Graham, Allyson Buytendyk, Kit H. Bowen^*, Matthew R. Ryder, Zibo G. Keolopile, MacIej Haranczyk, MacIej Gutowski

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

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Abstract

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.

Original language	English
Article number	221103
Journal	The Journal of Chemical Physics
Volume	140
Issue number	22
DOIs	https://doi.org/10.1063/1.4882655
Publication status	Published - 14 Jun 2014

ASJC Scopus subject areas

General Physics and Astronomy
Physical and Theoretical Chemistry

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Maciej Gutowski
- m.gutowskihw.acuk
- School of Engineering & Physical Sciences - Professor
- School of Engineering & Physical Sciences, Institute of Chemical Sciences - Professor
Person: Academic (Teaching)

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

abstract = "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.",

author = "Angela Buonaugurio and Jacob Graham and Allyson Buytendyk and Bowen, {Kit H.} and Ryder, {Matthew R.} and Keolopile, {Zibo G.} and MacIej Haranczyk and MacIej Gutowski",

year = "2014",

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doi = "10.1063/1.4882655",

language = "English",

volume = "140",

journal = "The Journal of Chemical Physics",

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T2 - Remarkable electrophilicity of the oxalic acid monomer: An anion photoelectron spectroscopy and theoretical study

AU - Buonaugurio, Angela

AU - Graham, Jacob

AU - Buytendyk, Allyson

AU - Bowen, Kit H.

AU - Ryder, Matthew R.

AU - Keolopile, Zibo G.

AU - Haranczyk, MacIej

AU - Gutowski, MacIej

PY - 2014/6/14

Y1 - 2014/6/14

N2 - 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.

AB - 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.

U2 - 10.1063/1.4882655

DO - 10.1063/1.4882655

M3 - Article

C2 - 24929367

AN - SCOPUS:84902477447

SN - 0021-9606

VL - 140

JO - The Journal of Chemical Physics

JF - The Journal of Chemical Physics

IS - 22

M1 - 221103

ER -

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

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Maciej Gutowski

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