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Reference type: Journal
Authors: Mertz E, Beil JB, Zimmerman SC
Article Title: Kinetics and thermodynamics of amine and diamine signaling by a trifluoroacetyl azobenzene reporter group.
Publication date: 2003
Journal: Organic Letters
Volume: 5
Issue: (17)
Page numbers: 3127-3130.
DOI: 10.1021/ol0351605
Alternative URL: http://www.scs.uiuc.edu/zimmerman/downloads/83.pdf

Abstract: (Trifluoroacetyl)azobenzene dyes were previously employed as amine reporter groups (chemosensors) in a dendrimer-based monomolecular imprinting system. Kinetic and binding studies with a range of amines and diamines show that the highly selective signaling observed for alkane diamines by these imprinted dendrimers arises from a kinetic effect due to intramolecular general base-catalyzed carbinolamine formation with the dye itself. The relationship between diamine structure and carbinolamine stability and rate of formation is described


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