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Supramolecular Organogelation of Bacteriochlorophyll‐ c Possessing an Isobutyl Substituent at the 8‐Position in Carbon Tetrachloride
Author(s) -
Mizoguchi Tadashi,
Kinoshita Yusuke,
Harada Jiro,
Tamiaki Hitoshi
Publication year - 2017
Publication title -
chempluschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.801
H-Index - 61
ISSN - 2192-6506
DOI - 10.1002/cplu.201600494
Subject(s) - bacteriochlorophyll , chemistry , chlorosome , supramolecular chemistry , substituent , monomer , photochemistry , absorption (acoustics) , molecule , carbon tetrachloride , absorption spectroscopy , photosynthesis , stereochemistry , organic chemistry , materials science , biochemistry , physics , quantum mechanics , composite material , polymer
The supramolecular organogelation of bacteriochlorophyll(BChl)‐ c carrying an isobutyl substituent at the 8‐position was observed in carbon tetrachloride at a concentration of about 10 m m at room temperature. The BChl‐ c gel was evaluated by several spectroscopic measurements: the electronic absorption spectrum exhibited a far‐red shift of the Qy‐absorption from 660 to 748 nm and the FTIR spectrum showed a shorter frequency shift of the 13‐C=O stretching from 1683 to 1643 cm −1 compared to the shifts of the corresponding monomer solution in tetrahydrofuran. These observations strongly indicate that the gelating BChl‐ c molecules form self‐aggregates that are reminiscent of light‐harvesting chlorosomes of green photosynthetic bacteria. The present supramolecular organogel prepared from natural chlorophylls is promising for the creation of an intelligent soft material involving artificial photosynthesis.