A Structure-Adaptive Ligand: The Conformation Changes to Fit with the Lengths and Angles of Tetravalent Bis-Paraquat Guests

Yoichi Habata; Yuka Matsumoto; Hiroki Horita; Mari Ikeda; Shunsuke Kuwahara

doi:10.1021/acs.joc.2c01188

A Structure-Adaptive Ligand: The Conformation Changes to Fit with the Lengths and Angles of Tetravalent Bis-Paraquat Guests

J Org Chem. 2022 Sep 16;87(18):12434-12440. doi: 10.1021/acs.joc.2c01188. Epub 2022 Aug 26.

Authors

Yoichi Habata, Yuka Matsumoto, Hiroki Horita, Mari Ikeda¹, Shunsuke Kuwahara

Affiliation

¹ Department of Chemistry, Education Center, Faculty of Engineering, Chiba Institute of Technology, Shibazono, Narashino, Chiba 275-0023, Japan.

PMID: 36026614
DOI: 10.1021/acs.joc.2c01188

Abstract

A flexible cylindrical cryptand (1b) with two m-phenylene-26-crown-8 ethers has been prepared, and its complexing properties with respect to tetravalent cationic bis-paraquat guests have been investigated. Diffusion-ordered spectroscopy nuclear magnetic resonance (NMR) and titration experiments using cold electrospray ionization mass spectrometry and ¹H NMR revealed that 1b has versatile complexing properties with respect to tetravalent cationic guests used despite the guest molecules' length and shape.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Crown Ethers* / chemistry
Ligands
Magnetic Resonance Spectroscopy
Molecular Conformation
Paraquat* / chemistry

Substances

Crown Ethers
Ligands
Paraquat