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, Steven S Saavedra, Anthony G M Barrett, Brian M. Hoffman

Research output: Contribution to journalArticle

50 Citations (Scopus)

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
Externally publishedYes

Fingerprint

Pyrroles
pyrroles
low molecular weights
Chemical sensors
Sulfur
electronic spectra
Metal ions
Conformations
Transducers
metal ions
transducers
alcohols
ethyl alcohol
Ethanol
sulfur
solubility
Solubility
Fluorescence
Molecular weight
Binding Sites

ASJC Scopus subject areas

  • Inorganic Chemistry

Cite this

Preparation of polyetherol-appended sulfur porphyrazines and investigations of peripheral metal ion binding in polar solvents. / Ehrlich, Lori A.; Skrdla, Peter J.; Jarrell, Wade K.; Sibert, John W.; Armstrong, Neal R; Saavedra, Steven S; Barrett, Anthony G M; Hoffman, Brian M.

In: Inorganic Chemistry, Vol. 39, No. 18, 04.09.2000, p. 3963-3969.

Research output: Contribution to journalArticle

Ehrlich, Lori A. ; Skrdla, Peter J. ; Jarrell, Wade K. ; Sibert, John W. ; Armstrong, Neal R ; Saavedra, Steven S ; Barrett, Anthony G M ; Hoffman, Brian M. / Preparation of polyetherol-appended sulfur porphyrazines and investigations of peripheral metal ion binding in polar solvents. In: Inorganic Chemistry. 2000 ; Vol. 39, No. 18. pp. 3963-3969.
@article{b5bc1e1a28814fafac1386745766b8d4,
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.",
author = "Ehrlich, {Lori A.} and Skrdla, {Peter J.} and Jarrell, {Wade K.} and Sibert, {John W.} and Armstrong, {Neal R} and Saavedra, {Steven S} and Barrett, {Anthony G M} and Hoffman, {Brian M.}",
year = "2000",
month = "9",
day = "4",
doi = "10.1021/ic991033m",
language = "English (US)",
volume = "39",
pages = "3963--3969",
journal = "Inorganic Chemistry",
issn = "0020-1669",
publisher = "American Chemical Society",
number = "18",

}

TY - JOUR

T1 - Preparation of polyetherol-appended sulfur porphyrazines and investigations of peripheral metal ion binding in polar solvents

AU - Ehrlich, Lori A.

AU - Skrdla, Peter J.

AU - Jarrell, Wade K.

AU - Sibert, John W.

AU - Armstrong, Neal R

AU - Saavedra, Steven S

AU - Barrett, Anthony G M

AU - Hoffman, Brian M.

PY - 2000/9/4

Y1 - 2000/9/4

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=0034604945&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0034604945&partnerID=8YFLogxK

U2 - 10.1021/ic991033m

DO - 10.1021/ic991033m

M3 - Article

C2 - 11198848

AN - SCOPUS:0034604945

VL - 39

SP - 3963

EP - 3969

JO - Inorganic Chemistry

JF - Inorganic Chemistry

SN - 0020-1669

IS - 18

ER -