Copper complexes containing o-phenylenediamine-based pentadentate ligands catalyze TEMPO-mediated alcohol oxidation
1
Issued Date
2025-01-01
Resource Type
eISSN
2813530X
Scopus ID
2-s2.0-105023986534
Journal Title
Frontiers in Chemical Biology
Volume
4
Rights Holder(s)
SCOPUS
Bibliographic Citation
Frontiers in Chemical Biology Vol.4 (2025)
Suggested Citation
Mikata Y., Akedo M., Ohsedo Y., Shoji S., Matsuo T., Jehdaramarn A., Sangtrirutnugul P., Funahashi Y. Copper complexes containing o-phenylenediamine-based pentadentate ligands catalyze TEMPO-mediated alcohol oxidation. Frontiers in Chemical Biology Vol.4 (2025). doi:10.3389/fchbi.2025.1688400 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/113496
Title
Copper complexes containing o-phenylenediamine-based pentadentate ligands catalyze TEMPO-mediated alcohol oxidation
Corresponding Author(s)
Other Contributor(s)
Abstract
A set of o-phenylenediamine-based pentadentate ligands having pyridine and quinoline binding sites was prepared in this work. The weak metal-binding abilities of anilinic nitrogen atoms and rigid chelate structure of the o-phenylenediamine skeleton serve as unique metal coordination properties of the ligand library presented herein. In addition to variations in the pyridine and quinoline binding sites, the non-coordinating alkyl groups (CH<inf>3</inf> or CH<inf>2</inf>Ph) in the ligand structure cause significant differences in the coordination structures of copper(II) complexes. In the aerobic alcohol oxidation reaction in the presence of CuBr and 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO), the ligand donating fewer electrons, namely, N-benzyl-N,N’,N’-tris(2-quinolylmethyl)-1,2-phenylenediamine (Bn-TQPHEN, L4), exhibited greater activity than N-methyl-N,N’,N’-tris(2-pyridylmethyl)-1,2-phenylenediamine (Me-TPPHEN, L1). Thus, the present study proposes future directions for the utilization of pentadentate ligands and their relevance to redox-active copper metalloenzymes.