title: Computational study of the properties and reactions of small molecules containing O, S, and Se.
abstract: The reactions and properties of a series of chalcogen-containing compounds (CH(3))(2)X and (CH(3))(2)C═X, where X = O, S, and Se, were studied computationally at the CBS-QB3 level to examine the differences among these molecules. The reactions and properties investigated include the double bond dissociation energy, the ionization potential, the interaction energies with a series of acids including a proton, CH(3)(+), Li(+), MeLi, and MeOH, and the enolization energies of the (CH(3))(2)C═X species. The effect of substituting the O of acetamide with S or Se also was studied. The changes that result from these reactions were examined via changes in structure and changes in charge distribution using the Hirshfeld charges.
authors.affiliation: Department of Chemistry, Yale University, New Haven, Connecticut 06520, United States. kenneth.wiberg@yale.edu
authors.forename: Kenneth B
authors.initials: KB
authors.lastname: Wiberg
authors.forename: William F
authors.initials: WF
authors.lastname: Bailey
authors.forename: George A
authors.initials: GA
authors.lastname: Petersson
mesh_terms: D005557:Formaldehyde / Q000031:analogs & derivatives* / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D011789:Quantum Theory; D012643:Selenium / Q000737:chemistry*; D013455:Sulfur / Q000737:chemistry*
chemical_list: D005557:Formaldehyde; D013455:Sulfur; D012643:Selenium; D010100:Oxygen