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■ Supramolecular Chirogenesis in Amide-Linked Bis(Zinc Porphyrin): Application for Absolute Configurational Assignment of Chiral Calboxylic Acids and Chiral Amino Acids

Satoshi Hayashi,* Shiori Takeda, Takahiro Namba, Masahiro Noji, and Toshikatsu Takanami*

*Department of Life and Pharmaceutical Sciences, Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan

Abstract

A facile and derivatization-free method for determining the absolute configurations of a chiral carboxylic acid was developed by a supramolecular exciton-coupled circular dichroism (ECCD) protocol using the amide-linked bis(zinc porphyrin) BP2 as a hydrogen-bonding host molecule. Using a proposed working model, the stereochemistry of various carboxylic acids and N-protected amino acids can be determined nonempirically.