Itoga, Moeko; Yamanishi, Masako; Udagawa, Taro; Kobayashi, Ayane; Maekawa, Keiko; Takemoto, Yoshiji; Naka, Hiroshi published the artcile< Iridium-catalyzed α-selective deuteration of alcohols>, Electric Literature of 10602-04-7, the main research area is iridium bipyridonate complex preparation DFT; deuterated alc chemoselective preparation; alc deuteration iridium bipyridonate complex catalyst.
The α-selective, iridium(III)-bipyridonate-catalyzed hydrogen(H)/deuterium(D) isotope exchange of alcs. using deuterium oxide (D2O) as the primary deuterium source to afford deuterated alcs. RCD2OH [R = Ph, 2-MeC6H4, 4-FC6H4, etc.], R1DCOHR2 [R1 = Ph, 4-ClC6H4, 4-BrC6H4, etc.; R2 = Me, cyclopropyl, Ph] was reported. This method enabled the direct, chemoselective deuteration of primary and secondary alcs. under basic or neutral conditions without being affected by coordinative functional groups such as imidazole and tetrazole. Successful substrates for deuterium labeling include the pharmaceuticals losartan potassium, rapidosept, guaifenesin and diprophylline. The deuterated losartan potassium showedhigher stability toward the metabolism by CYP2C9 than the protiated analog. Kinetic and DFT studies indicated that the direct deuteration proceeded through dehydrogenation of alc. to the carbonyl intermediate, conversion of [IrIII-H] to [IrIII-D] with D2O, and deuteration of the carbonyl intermediate to give the α-deuterated products.
Chemical Science published new progress about Alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10602-04-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C9H8O, Electric Literature of 10602-04-7.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts