113755-18-3

Upstream product

• 695-99-8 2-Chloro-1,4-benzoquinone 
• 3295-69-0 10,10'-dimethyl-9,10,9',10'-tetrahydro-[9,9']biacridinyl 
• 67146-57-0 1,1'-dibenzyl-1,4,1',4'-tetrahydro-[4,4']bipyridinyl-3,3'-dicarboxylic acid diamide 
• 952-92-1 1-Benzyl-1,4-dihydronicotinamide 

Relevant academic research and scientific papers

Electron-transfer studies of a peroxide dianion

A peroxide dianion (O22-) can be isolated within the cavity of hexacarboxamide cryptand, [(O2)∪mBDCA-5t-H 6]2-, stabilized by hydrogen bonding but otherwise free of proton or metal-ion association. This feature has allowed the electron-transfer (ET) kinetics of isolated peroxide to be examined chemically and electrochemically. The ET of [(O2)∪mBDCA-5t-H6] 2- with a series of seven quinones, with reduction potentials spanning 1 V, has been examined by stopped-flow spectroscopy. The kinetics of the homogeneous ET reaction has been correlated to heterogeneous ET kinetics as measured electrochemically to provide a unified description of ET between the Butler-Volmer and Marcus models. The chemical and electrochemical oxidation kinetics together indicate that the oxidative ET of O22- occurs by an outer-sphere mechanism that exhibits significant nonadiabatic character, suggesting that the highest occupied molecular orbital of O 22- within the cryptand is sterically shielded from the oxidizing species. An understanding of the ET chemistry of a free peroxide dianion will be useful in studies of metal-air batteries and the use of [(O 2)∪mBDCA-5t-H6]2- as a chemical reagent.

Oxidation mechanism of NAD dimer model compounds

The oxidation of a dimeric N-benzyldihydronicotinamide with various oxidants such as quinones, triphenyl carbenium ions and a triplet exited tris(bipyridine) ruthenium(II) complex occurs via initial outer-sphere electron transfer followed by fast C-C bond cleavage and second electron transfer. The kinetic studies allow the determination of the oxidation potential of this compound.