ABSTRACT
Peptide chemists seek rapid methods combined with facile purification when producing disulphide bonds post solid-phase synthesis. Current methods typically require long reaction times of up to two days, can result in side-products from over-oxidation and/or degradation, require organic solvents, and/or require challenging purification. Herein, we describe a rapid, green, and facile oxidation of a series of peptides with up to three disulphide bonds. The method was conducted in aqueous solution, in air, utilizing the biocompatible corrin ring-containing compound dicyanocobinamide, and offers reaction times under 1 hour with simple one step removal of the catalyst.
Subject(s)
Disulfides , Water , Disulfides/chemistry , PeptidesABSTRACT
Optimized photocatalytic conversion of CO2 requires new potent catalysts that can absorb visible light. The photocatalytic reduction of CO2 using rhenium(i) has been demonstrated but suffers from low turnover. Herein, we describe a [Re(CO)3(1-(1,10)phenanthroline-5-(4-nitro-naphthalimide))Cl] photocatalyst, which when combined with the sacrificial donor 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole, results in selective production of formic acid and a high turnover number of 533 and turnover frequency of 356 h-1. Single-crystal X-ray diffraction and DFT studies are also discussed.
ABSTRACT
A rhenium(i) naphthalimide complex [Re(CO)3(5-PAN)Cl] (Re(5-PAN); 5-PAN = 1-(1,10-phenanthroline)-4-nitro-naphthalimide) was synthesized, characterized, and evaluated as a photocatalyst for CO2 reduction. Characterization included use of MALDI-ToF mass spectrometry, FT-IR, RAMAN, 1H and 13C NMR, elemental analysis, electronic absorption and emission spectroscopy, single crystal X-ray diffraction, DFT and cyclic voltammetry. Photocatalytic (406 nm) reduction of 13CO2 to formate (H13COO) in the presence of this catalyst was tracked via13C NMR. Results support Re5-PAN (φ = 0.021) functioning as a catalyst for the reduction of CO2 (maximum turn-over 48-50 at 300 equiv. triethylamine as the sacrificial electron donor).