title: Rationalization of chirality induction and inversion in a zinc trisporphyrinate by a chiral monoalcohol.
abstract: A new host-guest system is formed between a benzene tricarboxamide linked zinc trisporphyrinate and a chiral monoalcohol (1-phenylethylalcohol). CD spectra show the chirality induction and inversion processes, which are controlled by the corresponding 1 : 1 and 1 : 2 coordination complexes. The binding constants calculated by UV-vis and CD spectral data are much larger than that for [Zn(TPP)] (TPP = tetraphenylporphyrin). The crystallographic structure of the host-guest complex reveals that multiple intramolecular hydrogen bonds and π-π interactions could contribute to its high binding affinity to 1-phenylethylalcohol. The DFT calculations suggest that the spatial orientations of porphyrin moieties change from the 1 : 1 complex to the 1 : 2 complex. The chirality induction and inversion processes are rationalized by the summation of pairwise interactions among multichromophores according to pairwise additivity.
authors.affiliation: Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P.R. China. cjhu@suda.edu.cn yowang@suda.edu.cn.
authors.forename: Li
authors.initials: L
authors.lastname: Li
authors.affiliation: Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P.R. China. cjhu@suda.edu.cn yowang@suda.edu.cn.
authors.forename: Chuanjiang
authors.initials: C
authors.lastname: Hu
authors.affiliation: Jiangsu Key Laboratory of Technology for Polyamine, Polyol and Derived Polymers, Jiangsu Feixiang Group of Companies, Suzhou, P.R. China.
authors.forename: Bo
authors.initials: B
authors.lastname: Shi
authors.affiliation: Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P.R. China. cjhu@suda.edu.cn yowang@suda.edu.cn.
authors.forename: Yong
authors.initials: Y
authors.lastname: Wang