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  • 标题:Host-guest assembly for highly sensitive probing of a chiral mono-alcohol with a zinc trisporphyrinate
  • 本地全文:下载
  • 作者:Cong-Cong Zhuo ; Li Li ; Chuan-Jiang Hu
  • 期刊名称:Scientific Reports
  • 电子版ISSN:2045-2322
  • 出版年度:2017
  • 卷号:7
  • 期号:1
  • DOI:10.1038/s41598-017-03441-1
  • 语种:English
  • 出版社:Springer Nature
  • 摘要: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 10(5) 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.
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