title: Kinetics and thermodynamics of amine and diamine signaling by a trifluoroacetyl azobenzene reporter group.
abstract: [reaction: see text] (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.
authors.affiliation: Department of Chemistry, 600 S. Matthews Ave, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, USA.
authors.forename: Eric
authors.initials: E
authors.lastname: Mertz
authors.forename: James B
authors.initials: JB
authors.lastname: Beil
authors.forename: Steven C
authors.initials: SC
authors.lastname: Zimmerman
mesh_terms: D000588:Amines / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D003959:Diamines / Q000737:chemistry*; D019281:Dimerization; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D013053:Spectrophotometry / Q000379:methods; D013816:Thermodynamics
chemical_list: D000588:Amines; D001391:Azo Compounds; D003959:Diamines; D006845:Hydrocarbons, Fluorinated; C009850:azobenzene