Cooperativity in benzotriazole-amine complexes: allosteric tuning of molecular recognition interfaces

Benzotriazole forms with amines stable complexes that in some cases separate spontaneously as crystals from solutions of polar organic solvents. The stoichiometries and the binding constants of these complexes have been determined by 1H NMR analysis in deuterochloroform. The quantitative analysis of the equilibria involved in the complexation process sheds light on the behaviour of benzotriazoles in solutions and gives an estimate of the influence of allosteric effects when multiple interactions are present. Copyright © 2010 John Wiley & Sons, Ltd. Benzotriazole forms with amines and phenols stable complexes. The binding constants of the complexes have been determined in solution giving an estimate of how allosteric effects can tune hydrogen bond strength.