Novel triphenylamine appended 1,3-alternate-calix[4]arenes: Synthesis and characterization

In the present study, two novel calix[4]arene receptors containing triphenylamine units in 1,3-alternate conformation have been synthesized and characterized in detail. First, the 25,27-dipropoxy-26,28-bis[(3-aminopropyl) oxy]-calix[4]arene 4 and 25,26,27,28- tetra[(3-aminopropyl)oxy]-calix[4]arene 7 were prepared by using convenient reagents. Then, these amino derivatives of calix[4]arene were converted to Schiff base derivatives appended to triphenylamine of calix[4]arene (5 and 8) using 4-formyltriphenylamine via condensation. The 1,3-alternate conformation of the synthesized calix[4]arenes was determined by 1H and 13C NMR analyses. Also, their structures have been characterized by using 1H and 13C NMR, infrared, and elemental analyses. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications1 to view the free supplemental file. Copyright © Taylor & Francis Group, LLC.