title: Hydrogen bonded arrays: the power of multiple hydrogen bonds.
abstract: Hydrogen bond interactions in small covalent model compounds (i.e., deprotonated polyhydroxy alcohols) were measured by negative ion photoelectron spectroscopy. The experimentally determined vertical and adiabatic electron detachment energies for (HOCH(2)CH(2))(2)CHO(-)(2a), (HOCH(2)CH(2))(3)CO(-) (3a), and (HOCH(2)CH(2)CH(OH)CH(2))(3)CO(-) (4a)reveal that hydrogen-bonded networks can provide enormous stabilizations and that a single charge center not only can be stabilized by up to three hydrogen bonds but also can increase the interaction energy between noncharged OH groups by 5.8 kcal mol(-1) or more per hydrogen bond. This can lead to pK(a) values that are very different from those in water and can provide some of the impetus for catalytic processes.
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
authors.forename: Alireza
authors.initials: A
authors.lastname: Shokri
authors.forename: Jacob
authors.initials: J
authors.lastname: Schmidt
authors.forename: Xue-Bin
authors.initials: XB
authors.lastname: Wang
authors.forename: Steven R
authors.initials: SR
authors.lastname: Kass
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D011789:Quantum Theory
chemical_list: D000438:Alcohols