Electrochemically controlled hydrogen bonding. Electrolyte effects in an oxidation-based arylurea-amide system.

J Am Chem Soc

Department of Chemistry and Biochemistry, San Diego State University, San Diego, Califorinia 92182-1030, USA.

Published: August 2008

Oxidation of a dimethylaminophenyl-substituted urea leads to a > 2000-fold increase in binding strength between the urea and a diamide guest in 0.1 M NBu4B(C6F5)4/CH2Cl2. The strength of this interaction is obscured when NBu4ClO4 or NBu4PF6 is used as the electrolyte due to competition between the neutral guest and the electrolyte anion for H-bonding to the urea cation.

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http://dx.doi.org/10.1021/ja803453eDOI Listing

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