Bis‐Anthracene Fused Porphyrin as an Efficient Photocatalyst: Facile Synthesis and Visible‐Light‐Driven Oxidative Coupling of Amines
Authors:
- 27 July 2020
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 26 (69) , 16497-16503
Abstract
Development of high‐performance photocatalysts for the conversion of amines is of great importance, but has remained a challenging task. Here, a bis‐anthracene fused porphyrin (AFP) was synthesized in a high yield by a facile synthetic protocol, which involves a Suzuki coupling for the conjugation of two anthracene groups with a porphyrin ring, followed by oxidative cyclodehydrogenation. When serving as a photocatalyst, AFP exhibits an outstanding photocatalytic performance for the visible‐light‐induced aerobic oxidation of amines to imines at ambient conditions. Density functional theory calculations revealed that the low energy band gap, caused by the large planar and π‐extended porphyrin structure of AFP, contributed to its high photocatalytic performance.Keywords
Funding Information
- National Natural Science Foundation of China (21774076 and 52073173)
- Program of Shanghai Academic Research Leader (19XD1421700)
This publication has 68 references indexed in Scilit:
- Synthesis, Structures, and Near‐IR Absorption of Heterole‐Fused Earring PorphyrinsAngewandte Chemie International Edition, 2019
- Structure Effects of Metal Corroles on Energy-Related Small Molecule Activation ReactionsACS Catalysis, 2019
- Synthesis of Triply Fused Porphyrin‐Nanographene ConjugatesAngewandte Chemie International Edition, 2018
- Synthesis of Triply Fused Porphyrin‐Nanographene ConjugatesAngewandte Chemie, 2018
- Rigid, Branched Porphyrin Antennas: Control over Cascades of Unidirectional Energy Funneling and Charge TransferJournal of the American Chemical Society, 2017
- Energy-Related Small Molecule Activation Reactions: Oxygen Reduction and Hydrogen and Oxygen Evolution Reactions Catalyzed by Porphyrin- and Corrole-Based SystemsChemical Reviews, 2016
- Synthesis and Functionalization of Porphyrins through Organometallic MethodologiesChemical Reviews, 2016
- Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds: Synthetic Routes, Properties, and ApplicationsChemical Reviews, 2016
- Conjugated porphyrin arrays: synthesis, properties and applications for functional materialsChemical Society Reviews, 2014
- Excitation energy transfer in multiporphyrin arrays with cyclic architectures: towards artificial light-harvesting antenna complexesChemical Society Reviews, 2012