A new pair of 2,2'-diamino-1,1'-binaphthyl linked porphyrin dimers, ()-/()-, were synthesized to study their supramolecular interactions with a pair of chiral diamines (()-/()-PPDA) by using UV-Vis absorption, fluorescence and NMR titrations. The spectroscopic titrations indicated that sandwich-type 1:1 complexes were formed at low guest concentration and then transformed to 1:2 open complexes at high guest concentration. The supramolecular interactions afforded sensitive circular dichroism responses, and the CD signs of the 1:1 complexes are decided by the stereostructure of chiral diamine guests. Moreover, due to the shortened linking units, ()-/()- show more sensitive and predicable CD response than the previously reported hosts ()-/()- and this can be reasonably explained by DFT molecular modeling. The present results suggest ()-/()- are promising for chiral optical sensing.
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| http://dx.doi.org/10.3389/fchem.2020.611257 | DOI Listing |
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