title: Single-centered hydrogen-bonded enhanced acidity (SHEA) acids: a new class of Brønsted acids.
abstract: Hydrogen bonds are the dominant motif for organizing the three-dimensional structures of biomolecules such as carbohydrates, nucleic acids, and proteins, and serve as templates for proton transfer reactions. Computations, gas-phase acidity measurements, and pK(a) determinations in dimethyl sulfoxide on a series of polyols indicate that multiple hydrogen bonds to a single charged center lead to greatly enhanced acidities. A new class of Brønsted acids, consequently, is proposed.
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
authors.forename: Zhixin
authors.initials: Z
authors.lastname: Tian
authors.forename: Alireza
authors.initials: A
authors.lastname: Fattahi
authors.forename: Lev
authors.initials: L
authors.lastname: Lis
authors.forename: Steven R
authors.initials: SR
authors.lastname: Kass