title: Preparation of polyetherol-appended sulfur porphyrazines and investigations of peripheral metal ion binding in polar solvents.
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.
authors.affiliation: Department of Chemistry, Northwestern University, Evanston, Illinois 60208, USA.
authors.forename: L A
authors.initials: LA
authors.lastname: Ehrlich
authors.forename: P J
authors.initials: PJ
authors.lastname: Skrdla
authors.forename: W K
authors.initials: WK
authors.lastname: Jarrell
authors.forename: J W
authors.initials: JW
authors.lastname: Sibert
authors.forename: N R
authors.initials: NR
authors.lastname: Armstrong
authors.forename: S S
authors.initials: SS
authors.lastname: Saavedra
authors.forename: A G
authors.initials: AG
authors.lastname: Barrett
authors.forename: B M
authors.initials: BM
authors.lastname: Hoffman
mesh_terms: D004987:Ethers / Q000138:chemical synthesis*; D008670:Metals / Q000737:chemistry*; D015394:Molecular Structure; D011166:Porphyrins / Q000138:chemical synthesis*; D012997:Solvents; D013057:Spectrum Analysis; D013455:Sulfur / Q000737:chemistry*
chemical_list: D004987:Ethers; D008670:Metals; D011166:Porphyrins; D012997:Solvents; D013455:Sulfur