SYNTHESIS OF TRIPHENYLAMINE-BASED RHOMBIMINE MACROCYCLE BY [2+2] CYCLOCONDENSATION REACTION BETWEEN (1R,2R)-DIAMINOCYCLOHEXANE AND 4,4’-DIFORMYL TRIPHENYLAMINE
Author(s):
Loredana Vacareanu (Stafie), Virgil Barboiu, Daniel Timpu, Mircea Grigoras
Field: Organic chemistry Type: Research paper Issue: 2009 Volume 4, no.1 Pages: 97-102
Keywords:
triphenylamine group, Schiff base macrocycle, rhombimine.
Graphical Abstract: A Schiff base macrocycle with persistent rhomboidal shape was synthesized in excellent yield through [2+2] condensation reaction between (R,R)-1,2-diaminocyclohexane and 4,4’-diformyltriphenylamine. The dimeric macrocylic structure was proved by electrospray ionization mass spectrometry (ESI-MS), 1H-NMR, and FTIR spectroscopy. The complexation properties were evidenced by UV absorption.