Thermal and photochemical regeneration of nicotinamide cofactors and a nicotinamide model compound using a water-soluble rhodium phosphine catalyst

Itamar Willner*, Ruben Maidan, Michal Shapira

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

Chlorotris[diphenyl(m-sulphonatophenyl)phosphine]rhodium(I) acts as a homogeneous catalyst in the thermal and photoinduced regeneration of natural nicotinamide adenine dinucleotide cofactors, NAD(P)+, and of a model compound 1-benzylnicotinamide. The thermal regeneration system uses formate as the hydride donor. The kinetics of the system has been studied and shows enzyme-like characteristics. The photoinduced regeneration system with Ru(bpy)32+ as the photosensitizer and ascorbate as the electron donor proceeds through formation of a rhodium-hydrido active species. The photoregenerated cofactors are subsequently coupled to the enzymatic reduction of acetaldehyde to ethanol, or to the model enzymatic reduction of benzil to benzoin.

Original languageEnglish
Pages (from-to)559-564
Number of pages6
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number4
DOIs
StatePublished - 1990

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