TY - JOUR
T1 - [60]Fullerene-motivated organogel formation in a porphyrin derivative bearing programmed hydrogen-bonding sites
AU - Shirakawa, Michihiro
AU - Fujita, Norifumi
AU - Shinkai, Seiji
PY - 2003/8/20
Y1 - 2003/8/20
N2 - A tetraphenylporphyrin (1b) bearing amide groups at the 3,5-positions of the meso-phenyl groups is assembled into a two-dimensional sheetlike structure and acts as an organogelator. When [60]fullerene was added, the sheetlike structure was dramatically changed into a one-dimensional fibrous structure, and both the gelation ability and the gel stability were improved. The stoichiometry between [60]fullerene and 1b was determined to be 1:2. Examination utilizing SEM and TEM observations, UV-vis and ATR IR spectral analyses, and XRD analysis revealed that an amide-amide hydrogen-bonding interaction creates a cavity, the size of which is complementary to that of [60]fullerene, and these cavities are connected by another amide-amide hydrogen-bonding interaction to provide a one-dimensional multicapsular structure. This is a novel example that the superstructure constructed in an organogel system is drastically changed by added [60]fullerene.
AB - A tetraphenylporphyrin (1b) bearing amide groups at the 3,5-positions of the meso-phenyl groups is assembled into a two-dimensional sheetlike structure and acts as an organogelator. When [60]fullerene was added, the sheetlike structure was dramatically changed into a one-dimensional fibrous structure, and both the gelation ability and the gel stability were improved. The stoichiometry between [60]fullerene and 1b was determined to be 1:2. Examination utilizing SEM and TEM observations, UV-vis and ATR IR spectral analyses, and XRD analysis revealed that an amide-amide hydrogen-bonding interaction creates a cavity, the size of which is complementary to that of [60]fullerene, and these cavities are connected by another amide-amide hydrogen-bonding interaction to provide a one-dimensional multicapsular structure. This is a novel example that the superstructure constructed in an organogel system is drastically changed by added [60]fullerene.
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U2 - 10.1021/ja035933k
DO - 10.1021/ja035933k
M3 - Article
C2 - 12914435
AN - SCOPUS:0043023446
VL - 125
SP - 9902
EP - 9903
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 33
ER -