Preparation of polyetherol-appended sulfur porphyrazines and investigations of peripheral metal ion binding in polar solvents

Lori A. Ehrlich, Peter J. Skrdla, Wade K. Jarrell, John W. Sibert, Neal R. Armstrong*, S. Scott Saavedra, Anthony G.M. Barrett, Brian M. Hoffman

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

53 Scopus citations

Abstract

We describe the complete synthesis and characterization of a new family of peripherally functionalized porphyrazines (pz's) with four, three, or two (in a trans conformation) bis[thioethoxy(ethoxy)ethanol] moieties appended at the pyrroles. These 'polyetherol' groups serve as weak exocyclic binding sites for a number of metal ions and also provide solubility of the pz's in low molecular-weight alcohols and water. Electronic spectra of the modified porphyrazines exhibit distinct changes in the visible region (both absorbance and fluorescence) in response to treatment with Ag+, Pb2+, Cd2+, Cs+, and Ni2+ in solution. Such properties make these compounds intriguing candidates for incorporation into the transducer layers in optically based chemical sensors.

Original languageEnglish (US)
Pages (from-to)3963-3969
Number of pages7
JournalInorganic chemistry
Volume39
Issue number18
DOIs
StatePublished - Sep 4 2000

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry

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