A series of triptycene-derived Tr6ger＇s bases with molecular clip shaped structures have been conveniently and efficiently synthesized by one-pot condensation of corresponding amino-substituted triptycenes with paraformaldehyde in the presence of trifluoroacetic acid, and their structures have been characterized by NMR, MALDI-TOF MS spectra, elemental analyses and single-crystal X-ray diffraction. ~ 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
Anthracene-based cylindrical macrotricyclic polyether (1) containing two dibenzo-30-crown-10 cavities has been proved to be an efficient host for the templated complexation with N,N'-dipropyl-1,4,5,8-naphthalenetetracarboxylic diimide in the presence of lithium ions in both solution and solid state. Host 1 could also form 1:1 complex with the bispyridinium salt with two β-hydroxyethyl groups in solution and in the solid state. Moreover, it was also found that the switchable complexation processes between the macrotricyclic host and two different kinds of guests could be chemically controlled by the addition and removal of lithium ions.
The amidourea-based homoduplex was developed as a super organogelator,which could form stable gels in wide-tested solvents.And the reversible gel to solution transition was responsive to heat/cool and acid/base stimuli.The organogels were extensively investigated by 1 H NMR,UV-visible absorption spectroscopy,fluorescence spectroscopy,scanning electron microscopy,transmission electron microscopy and powder X-ray diffraction.Based on these data,the gelation mechanism was rationally proposed.The hydrogen-bonded homoduplexes served as the basic assembling units,and further aggregated into three dimensional networks via-stacking and van der Waals interactions,which consequently led to the entangled fibers for the gel formation.
Single crystals of two triptycene-based catechol derivatives 1 and 2 were obtained,and their X-ray crystal structural studies showed that the two tecton molecules had different conformations in the solid state,and they could self-assemble into interesting 3D networks with solvent molecules included inside, in which multiple O-H…O hydrogen bonds played important roles.
