Chiral Self-assembly of Synthetic Zinc Protobacteriochlorophyll-d Derivatives
Zinc 3-hydroxymethyl-13-carbonylporphyrins possessing a chiral citronellyl group at the 17-propionate were prepared by modifying easily available chlorophyll-a as model compounds of natural chlorosomal chlorophylls. The synthetic porphyrins self-aggregated inside an aqueous micelle to give large oligomers, similar to chlorosomal J-aggregates. The supramolecules showed intense circular dichroism bands due to the chiral exciton coupling among the porphyrin π-systems. The induced chirality was ascribable to intermolecular interaction between the chiral peripheral substituent and the achiral porphyrin core.
KeywordsChlorophyll chlorosome green photosynthetic bacteria light-harvesting antenna porphyrin self-aggregate
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