4.8 Article

Photocatalytic cofactor regeneration involving triethanolamine revisited: The critical role of glycolaldehyde

Journal

APPLIED CATALYSIS B-ENVIRONMENTAL
Volume 243, Issue -, Pages 686-692

Publisher

ELSEVIER SCIENCE BV
DOI: 10.1016/j.apcatb.2018.10.077

Keywords

NADH photoregeneration; Cofactor; Triethanolamine; Microporous conjugated polymer; Glycolaldehyde

Funding

  1. ScotChem
  2. Ministry of Education and Science of the Russian Federation [14, Y26.31.0011]

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Triethanolamine is a widely used model electron donor that enables a fast screening of the photocatalyst parameters in both, homogeneous and heterogeneous scenarios. We report a new role of triethanolamine in heterogeneous photoregeneration of cofactor molecules - nicotinamide adenine dinucleotide (NADH) - using state-of-the-art heterogeneous photocatalysts. In contrast to the common model involving the light-induced electrons and holes generation to reduce the substrate and oxidize triethanolamine simultaneously, we identified glycolaldehyde as a stable product of triethanolamine degradation capable of reducing NAD(+). Triethanolamine, apart from playing a role of a precursor for reducing agent, maintains the alkalinity of the solution to drive the reduction. Our findings offer a fresh insight into the triethanolamine-assisted photocatalysis because glycolaldehyde as such have generally been neglected in mechanistic considerations. Moreover, a spatial and temporal decoupling of the photocatalyst from the substrate reduction reaction minimizes the product re-oxidation, thus implying a relevant feature for the real-world applications using a continuous flow setting.

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