Synthesis and interaction with copper(II) cations of cyano- and aminoresorcin[4]arenes.
Following our studies on resorcin[4]arenes, we synthesized new macrocycles containing cyanomethyl and aminomethyl side chains. Three stereoisomers (2a-c) of the former were obtained by BF3*Et2O tetramerization of the corresponding trans-cinnamic acid derivative and were shown to be in the 1,2-alternate, cone, and 1,3-alternate conformations. Conversely, the tetraamino derivative 6a in the cone conformation was prepared from the corresponding tetrabromide 3a. The interactions with Cu(II) cations of the new compounds were analyzed by measurements of 1H NMR and EPR spectra in parallel with molecular modeling calculations.
Botta
Bruno
B
Dip. di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università La Sapienza, P. le A. Moro 5, I-00185 Roma, Italy.
Delle Monache
Giuliano
G
Zappia
Giovanni
G
Misiti
Domenico
D
Baratto
Maria Camilla
MC
Pogni
Rebecca
R
Gacs-Baitz
Eszter
E
Botta
Maurizio
M
Corelli
Federico
F
Manetti
Fabrizio
F
Tafi
Andrea
A