Measurement of Solvation Ability of Solvents by Porphyrin-Based Solvation/Desolvation Indicators

Overview

Journal ACS Omega

Publisher American Chemical Society

Specialty Chemistry

Date 2020 Apr 1

PMID 32226886

Citations 2

Authors

Motonobu Sugimoto

Yusuke Kuramochi

Akiharu Satake

Affiliations

Soon will be listed here.

Abstract

A new solvent scale, solvation ability (SA), was developed to arrange solvents in the order of their SA for large π-conjugated compounds. The SA of a solvent was determined in a binary solvent system of an assessed solvent and a standard "good" solvent (GS) or "poor" solvent (PS), chloroform or methylcyclohexane, respectively, in the presence of two types of solvation/desolvation indicators, and . The latter comprises bis(imidazolylporphyrinatozinc) linked via a 1,3-butadiynylene moiety having linear alkyl and hydrophilic side chains, respectively. GSs and PSs give extended (E-) and stacked (S-) supramolecular polymers of the indicators, respectively. SA values are defined as vol % of the standard solvent added to an assessed solvent to give the balance point where comparable amounts of E- and S-polymers of the indicators coexist. GSs and PSs have positive and negative signs, respectively. In this study, the SA of 25 solvents was determined. The SA values with indicator were as follows: ethyl acetate (-81), hexane (-66), toluene (-50), cyclohexane (-47), CCl (-25), chloroform (50), and nitrobenzene (79).

Citing Articles

Ionic supramolecular polymerization of water-soluble porphyrins: balancing ionic attraction and steric repulsion to govern stacking.

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PMID: 36337941 PMC: 9597584. DOI: 10.1039/d2ra05542b.

Photocatalytic CO reduction sensitized by a special-pair mimic porphyrin connected with a rhenium(i) tricarbonyl complex.

Kuramochi Y, Sato R, Sakuma H, Satake A Chem Sci. 2022; 13(34):9861-9879.

PMID: 36128228 PMC: 9430738. DOI: 10.1039/d2sc03251a.

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