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Single-centered hydrogen-bonded enhanced acidity (SHEA) acids: a new class of Br?nsted acids.
MedLine Citation:
PMID:  19919149     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
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 Br?nsted acids, consequently, is proposed.
Authors:
Zhixin Tian; Alireza Fattahi; Lev Lis; Steven R Kass
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  131     ISSN:  1520-5126     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2009 Nov 
Date Detail:
Created Date:  2009-11-20     Completed Date:  2010-02-09     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  United States    
Other Details:
Languages:  eng     Pagination:  16984-8     Citation Subset:  -    
Affiliation:
Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
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