AUTHOR=Lu Wenxin , Gong Lei , Su Chaorui , Wang Qibao , Ling Qing , Wang Peng , Qi Dongdong , Bian Yongzhong 

TITLE=Intermolecular Chirality Modulation of Binaphthalene-Bridged Bisporphyrins With Chiral Diamines

JOURNAL=Frontiers in Chemistry

VOLUME=8

YEAR=2021

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2020.611257

DOI=10.3389/fchem.2020.611257

ISSN=2296-2646

ABSTRACT=<p>A new pair of 2,2ʹ-diamino-1,1ʹ-binaphthyl linked porphyrin dimers, (<italic>R</italic>)-/(<italic>S</italic>)-<bold>H</bold>, were synthesized to study their supramolecular interactions with a pair of chiral diamines ((<italic>R</italic>)-/(<italic>S</italic>)-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, (<italic>R</italic>)-/(<italic>S</italic>)-<bold>H</bold> show more sensitive and predicable CD response than the previously reported hosts (<italic>R</italic>)-/(<italic>S</italic>)-<bold>H1</bold> and this can be reasonably explained by DFT molecular modeling. The present results suggest (<italic>R</italic>)-/(<italic>S</italic>)-<bold>H</bold> are promising for chiral optical sensing.</p>