Zhen Han†, Li Li†, Bo Shi‡, Xianshi Fang†, Yong Wang*†（王勇）, and Chuanjiang Hu*†（胡传江）
† Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University
‡ Jiangsu Key Laboratory of Technology for Polyamine, Polyol and Derived Polymers, Jiangsu Feixiang Group of Companies, Suzhou, P. R. China
Inorg. Chem., 2016, 55 (8), pp 3730–3737
We have designed and synthesized a novel zinc trisporphyrinate with a benzene tricarboxamide as the linker. In the presence of a large excess of 1-phenylethylamine, single crystals of the corresponding 1:3 host–guest complex were obtained, which provide the crystallographic structure of a host–guest complex consisting of an achiral porphyrin and a chiral monoamine. The structure reveals the 1-phenylethylamines adopt the “inside” binding mode that is stabilized by intramolecular hydrogen bonds. The NH2 of the 1-phenylethylamine is involved in both coordination and hydrogen bonding interactions. Circular dichroism (CD) and ultraviolet–visible spectra revealed that the 1:3 host–guest complex is dominant in the presence of a large excess of 1-phenylethylamine. The crystal structure shows there are two diastereomers of the 1:3 host–guest complexes. Density functional theory and TDDFT calculations suggest that one of the diastereomers is more energetically favorable, which dominates the CD signals.
链接：http://pubs.acs.org/doi/abs/10.1021/acs.inorgchem.5b02295