title: Classification of organic molecules to obtain electron affinities from half-wave reduction potentials: cytosine, uracil, thymine, guanine and adenine.
abstract: A procedure for obtaining the adiabatic electron affinities (AEA) of organic molecules from half-wave reduction potentials in aprotic solvents is presented. Molecules are placed into groups according to their structure. Each group has a different solution energy difference. Calculations of AEA and charge distributions with AM1-multiconfiguration configuration interaction are used to support the intuitive classification of the molecules. The procedure is illustrated for Vitamins A and E, riboflavin, the azines, polyenes, hydroxy-pyrimidine, oxo-guanine, the hydrogen bonded cytosine-oxo-guanine as well as the AEA, and vertical EA (VEA) of Cytosine (C), Uracil (U), Thymine (T), Guanine (G) and Adenine (A). The latter values are: (VEA) G, 0.10; A, -0.49; U, 0.33; T, 0.31; C, -1.48 and (AEA) G, 1.51 +/- 0.05; A, 0.95 +/- 0.05; U, 0.80 +/- 0.05; T, 0.79 +/- 0.05; C, 0.56 +/- 0.05 in eV.
authors.affiliation: Center for Research in Parallel Computing, Rice University, Houston, TX 77005, USA.
authors.forename: E S
authors.initials: ES
authors.lastname: Chen
authors.forename: E C
authors.initials: EC
authors.lastname: Chen
authors.forename: N
authors.initials: N
authors.lastname: Sane
authors.forename: S
authors.initials: S
authors.lastname: Shulze
mesh_terms: D000225:Adenine / Q000737:chemistry; D000465:Algorithms; D003596:Cytosine / Q000737:chemistry; D004583:Electrons; D006147:Guanine / Q000737:chemistry; D009930:Organic Chemicals / Q000737:chemistry* / Q000145:classification*; D010084:Oxidation-Reduction; D012256:Riboflavin / Q000737:chemistry; D012997:Solvents; D013941:Thymine / Q000737:chemistry; D014498:Uracil / Q000737:chemistry; D014801:Vitamin A / Q000737:chemistry; D014810:Vitamin E / Q000737:chemistry
chemical_list: D009930:Organic Chemicals; D012997:Solvents; D014801:Vitamin A; D014810:Vitamin E; D014498:Uracil; D006147:Guanine; D003596:Cytosine; D000225:Adenine; D013941:Thymine; D012256:Riboflavin