Facile Electrosynthesis of π-extended Porphyrins

Overview

Journal Chem Commun (Camb)

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2014 Jun 28

PMID 24969311

Citations 8

Authors

Yuanyuan Fang

Dominik Koszelewski

Karl M Kadish

Daniel T Gryko

Affiliations

Soon will be listed here.

Abstract

The facile electrosynthesis of π-extended porphyrins is demonstrated for a series of Zn(II), In(III), Ir(III) and free-base meso-substituted derivatives containing the 4,7-dimethoxynaphthalen-1-yl substituent. Electrochemical data suggest that the overall process initially involves two stepwise one-electron oxidations, followed by an intramolecular oxidative aromatic coupling to give the electrooxidized π-extended porphyrin.

Citing Articles

Panchromatic PAH-Porphyrin Hybrids with a Step-Wise Increasing π-System.

Oleszak C, Ritterhoff C, Meyer B, Jux N ChemistryOpen. 2025; 14(3):e202400481.

PMID: 39935043 PMC: 11891458. DOI: 10.1002/open.202400481.

Manifold-Fused Porphyrin-Nanographene Conjugates.

Oleszak C, Ritterhoff C, Martin M, Meyer B, Jux N Chemistry. 2024; 30(69):e202403250.

PMID: 39410809 PMC: 11632405. DOI: 10.1002/chem.202403250.

Unsymmetric Pentacene- and Pentacenequinone-Fused Porphyrins: Understanding the Effect of Cross- and Linear-Conjugation.

Moss A, Nevonen D, Hu Y, Nesterov V, Nemykin V, Wang H ACS Phys Chem Au. 2023; 2(6):468-481.

PMID: 36855607 PMC: 9955193. DOI: 10.1021/acsphyschemau.2c00023.

Aromatic heterobicycle-fused porphyrins: impact on aromaticity and excited state electron transfer leading to long-lived charge separation.

Moss A, Jang Y, Arvidson J, Nesterov V, DSouza F, Wang H Chem Sci. 2022; 13(34):9880-9890.

PMID: 36199634 PMC: 9431455. DOI: 10.1039/d2sc03238d.

Molecular flattening effect to enhance the conductivity of fused porphyrin tape thin films.

Bengasi G, Desport J, Baba K, Cosas Fernandes J, De Castro O, Heinze K RSC Adv. 2022; 10(12):7048-7057.

PMID: 35493879 PMC: 9049719. DOI: 10.1039/c9ra09711b.