Triphenylamine-based rhombimine macrocycles with solution interconvertable conformation.
Three imine macrocycles having rhomboidal shape were synthesized in good yields by [2+2] cyclocondensation reaction between equimolar quantities of (R,R)-1,2-diaminocyclohexane and 4,4'-bisformyl triphenylamine derivatives. The macrocycles structure was assigned by electrospray ionization mass spectrometry (ESI-MS), (1)H-NMR, and elemental analysis. UV, FTIR spectroscopy, and TG measurements were also used to characterize and prove the structure of these compounds. A conformational modification arising out of the rotation of triphenylamine group around the flexible cyclohexane-N bonds was observed in solution by (1)H-NMR and UV spectroscopy for all three macrocycles.
Grigoras
Mircea
M
P. Poni Institute of Macromolecular Chemistry, 41A Gr. Ghica Voda Alley, 700487-Iasi, Romania. grim@icmpp.ro
Vacareanu
Loredana
L
Ivan
Teofilia
T
Ailiesei
Gabriela Liliana
GL