A highly active Cp*Ir complex with an anionic N,N-donor chelate ligand catalyzes the robust regeneration of NADH under physiological conditions

Abstract

A highly active [N^N] iridium complex [Cp*Ir(pba)Cl] (3, Cp* = pentamethylcyclopentadiene, pba = 4-(picolinamido)benzoic acid) has been obtained with an anionic ligand, which exhibited the most robust performance for cofactor NADH regeneration in physiological conditions with HCOONa as the hydrogen source. The structure of complex 3 was revealed by X-ray single-crystal structure analysis. The turnover frequency (TOF) of complex 3 in the regeneration of NADH is 7825 h−1, which is about 22.7 times and 178 times higher than that of the C^N type complex 2 (345 h−1) and N^N complex 1 (44 h−1) at 37 °C, respectively. The high activity of complex 3 seems to be critically affected by the negatively charged N of the amide chelating ligand, which could promote the reaction rate of Ir–Cl conversion to Ir–H2O. Furthermore, complex 3 shows good biocompatibility for various biomolecules except SH-compounds (such as reduced glutathione (GSH)). When combined with NADH-dependent enzymes (KRED-101), the complex 3-based NADH-regeneration catalytic system shows stable chemoenzymatical coordinate catalytic activity for reducing acetophenone to the corresponding alcohol with high enantioselectivity.

Graphical abstract: A highly active Cp*Ir complex with an anionic N,N-donor chelate ligand catalyzes the robust regeneration of NADH under physiological conditions

Supplementary files

Article information

Article type
Paper
Submitted
12 Aug 2021
Accepted
17 Oct 2021
First published
25 Oct 2021

Catal. Sci. Technol., 2021, Advance Article

A highly active Cp*Ir complex with an anionic N,N-donor chelate ligand catalyzes the robust regeneration of NADH under physiological conditions

L. Zhao, Z. Yin, Y. Shi, W. Sun, L. Sun, H. Su, X. Sun, W. Zhang, L. Xia and C. Qi, Catal. Sci. Technol., 2021, Advance Article , DOI: 10.1039/D1CY01458G

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