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Description:

Water-soluble silver(II)-phthalocyanine complexes (AgPcs), tetrakis{4-(N-alkylpyridinium)thio}phthalocyaninato silver(II) tetrafluoroborate, [Ag(tRpySpc)](BF4)4, (R = Me and Et), have been synthesized for the first time by quaternization of pyridyl groups of tetrakis(4-pyridylthio)phthalocyaninato silver(II) by using Meerwein reagents and characterized by ESI-MS, elemental analyses, and optical absorption spectroscopy. They strongly aggregate in water although effectively disaggregate to monomeric species in the presence of appropriate surfactants. They rapidly react with thiols such as cysteine, glutathione, homocysteine, and sodium 2-sulfanylethanesulfonate with a stoichiometric ratio of 1:1 in aqueous solutions at room temperature even on the order of 0.01 mM to liberate the corresponding macrocyclic ligand, H2Pc. Since H2Pcs emit strong red fluorescence while AgIIPcs not, they can be a potent thiol-sensor.

Rights:

• Creative Commons BY Attribution 4.0 International
  

Keyword: phthalocyanine

Date published: 2021-05-03

Publisher: American Chemical Society (ACS)

Journal:

• INORGANIC CHEMISTRY (ISSN: 00201669) vol. 60

Funding:

• JSPS JP17 K06850 (外部環境変化に迅速に応答する高輝度水溶性色素の開発に関する研究)

Manuscript type: Author's version (Accepted manuscript)

MDR DOI: https://doi.org/10.48505/nims.3870

First published URL: https://doi.org/10.1021/acs.inorgchem.1c00567

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Updated at: 2024-01-05 22:13:04 +0900

Published on MDR: 2023-03-16 15:41:18 +0900