E. Hampe, D. Rudkevich
Nov 24, 2003
Citations
0
Influential Citations
141
Citations
Quality indicators
Journal
Tetrahedron
Abstract
Abstract The ‘old’ chemistry between CO 2 and primary alkylamines has been revisited. Amines 1 and 2 , with appended aromatic fluorophores, reversibly reacted with CO 2 in polar aprotic solvent (e.g. DMSO, DMF) with the formation of carbamic acids 3 and 4 . As a result, strong fluorescence occurred, thus directly reporting on the CO 2 entrapment. Carbamic acids were studied by 1 H and 13 C NMR spectroscopy in DMSO- d 6 . The carbamate bond, despite being covalent, is reversible and can be broken upon heating or simply flashing solutions with inert gases. Synthesis and evaluation of a CO 2 -sensing amino acid-α-naphthylglycine 7 is also reported for potential CO 2 monitoring under biorelevant conditions in aqueous solutions.