Chemistry Journal of Moldova

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.


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DOI:
dx.doi.org/10.19261/cjm.2009.04(1).05

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.


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