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• W2016008163 abstract "Abstract The ruthenium( II ) and rhenium( I ) complexes containing an NAD(P)H model compound, 1‐benzyl‐1,4‐dihydronicotinamide (BNAH), as ligand, [Ru(tpy)(bpy)(BNAH)] 2+ ( 1 a ) and [Re(bpy)(CO) 3 (BNAH)] + ( 1 b ), were quantitatively produced by the reaction of the corresponding metal hydrido complexes with BNA + (1‐benzylnicotinamidium cation). In the presence of base with p K a =8.9, 1 a and 1 b have much greater reducing power than “free” BNAH. The oxidation potentials of 1 a in the absence and the presence of triethylamine were 0.55 V and −0.04 V, respectively, versus Ag/AgNO 3 , whereas that of “free” BNAH was 0.30 V. Spectroscopic results clearly showed that the base extracts a proton from the carbamoyl group on 1 a and 1 b to give the deprotonated BNAH coordinating to the transition‐metal complexes [Ru(tpy)(bpy)(BNAH−H + )] + ( 3 a ) and [Re(bpy)(CO) 3 (BNAH−H + )] ( 3 b ); this deprotonation underlies the enhancement in reducing ability. The deprotonated forms 3 a and 3 b can efficiently reduce other NAD(P) models to give the corresponding 1,4‐dihydro form, resulting in the deprotonated BNA + being coordinated to the metal complexes [Ru(tpy)(bpy)(BNA + −H + )] 2+ ( 2 a ) and [Re(bpy)(CO) 3 (BNA + −H + )] + ( 2 b ); “free” BNAH and the protonated adducts 1 a and 1 b cannot act in this way. X‐ray crystallography was performed on the PF 6 − salt of 2 a , and showed that the deprotonated nitrogen atom on the carbamoyl group coordinates to the ruthenium( II ) metal center with a bond length of 2.086(3) Å. Infrared spectral data suggested that the deprotonated carbamoyl group on the reduced forms 3 a and 3 b is converted to the imido group, and that the oxygen atom coordinates to the metal center." @default.
• W2016008163 created "2016-06-24" @default.
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• W2016008163 date "2005-06-24" @default.
• W2016008163 modified "2023-10-12" @default.
• W2016008163 title "Transition Metal Complexes Coordinated by an NAD(P)H Model Compound and their Enhanced Hydride-Donating Abilities in the Presence of a Base" @default.
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• W2016008163 doi "https://doi.org/10.1002/chem.200401211" @default.
• W2016008163 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/15864798" @default.
• W2016008163 hasPublicationYear "2005" @default.
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