Work

Host-guest assembly for highly sensitive probing of a chiral mono-alcohol with a zinc trisporphyrinate

Year: 2017

Type: article

Abstract: A zinc trisporphyrinate has been developed as a chirality sensor for chiral mono-alcohols. In its structure, there are two “spaces” surrounded by three porphyrin moieties, which allow guests to fill in. It has shown extremely high CD sensitivity for a chiral mono-alcohol with a naphthyl substituent, 1-(1-naphthyl)ethanol, at μM level, which is at least three orders of magnitude lower concentration than previous reports. A crystallographic study of the host-guest complex reveals the binding of 1-(1-naphthyl)ethanol to the zinc trisporphyrinate is greatly enhanced by multipoint interactions, such as coordination interactions, hydrogen bonding, π-π and CH···π interactions etc. Spectroscopic studies suggest the corresponding binding constant K1 is over 105 M−1, which is two or three orders of magnitude larger than other mono-alcohols. Among porphyrin systems, this trisporphyrin have the strongest binding affinity for 1-(1-naphthyl)ethanol, which leads to the highest CD sensitivity.

Source: Scientific Reports

DOI: 10.1038/s41598-017-03441-1

Authors: Cong-Cong Zhuo, Li Li, Chuan-Jiang Hu, Jian-Ping Lang

Institutions: Soochow University, Applied Technology College of Soochow University

Language: English

Topic: Porphyrin and Phthalocyanine Chemistry

Subfield: Materials Chemistry

Field: Materials Science

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $2,690

Funders: National Natural Science Foundation of China, Government of Jiangsu Province, Natural Science Foundation of Jiangsu Province, Priority Academic Program Development of Jiangsu Higher Education Institutions