Work

A Modified Pyrrole Biscarbinol Approach to Opp ‐A 2 B 2 ‐Symmetric Benzoporphyrins

Year: 2026

Type: article

Abstract: In the pursuit of advanced functional materials, π‐extended porphyrin derivatives, particularly β , β ‐benzannulated tetrapyrroles, have garnered significant attention due to their unique structural and electronic properties. This study refines existing methodologies for the selective synthesis of opp ‐A 2 B 2 ‐symmetric benzoporphyrins based on 4,7‐dihydro‐4,7‐ethano‐2H‐isoindole or [3,4]epipyrroloanthracene building blocks. By condensation of preformed biscarbinols, this approach overcomes regioselectivity challenges in traditional condensation methods, which typically favor other isomers over the desired opp ‐A 2 B 2 regio derivative. The analysis of the resulting C 2v ‐symmetric tetrapyrroles exhibit distinct optoelectronic, electrochemical, and structural properties compared to their fully symmetrical A 4 counterparts, underscoring their potential in organic optoelectronics applications.

Source: ChemistryEurope

DOI: 10.1002/ceur.202500297

Authors: Lampros‐Pascal Gazetas, Michael Ruppel, Frank Hampel, Dominik Lungerich, Norbert Jux

Institutions: Friedrich-Alexander-Universität Erlangen-Nürnberg, Yonsei University, Institute for Basic Science

Language: English

Topic: Porphyrin and Phthalocyanine Chemistry

Subfield: Materials Chemistry

Field: Materials Science

Domain: Physical Sciences

Open Access status: diamond

Funders: Deutsche Forschungsgemeinschaft, Institute for Basic Science

Awards: G5098701510, SFB 953: Synthetische Kohlenstoffallotrope