Makino, Kosho; Tozawa, Kumi; Tanaka, Yuki; Inagaki, Akiko; Tabata, Hidetsugu; Oshitari, Tetsuta; Natsugari, Hideaki; Takahashi, Hideyo published the artcile< Rapid Photoracemization of Chiral Alkyl Aryl Sulfoxides>, Synthetic Route of 699-12-7, the main research area is alkyl aryl sulfoxide photoracemization oxidation potential.
The photoracemization of chiral alkyl aryl sulfoxides with a photosensitizer has not been sufficiently investigated thus far. Therefore, in this study, a rapid photoracemization reaction of enantiopure alkyl aryl sulfoxides using 1 mol % 2,4,6-triphenylpyrylium tetrafluoroborate (TPT+) was developed. Various substitution patterns were tolerated and every racemization reaction proceeded extremely fast (k2 = 1.77 x 104-6.08 x 101 M-1s-1, t1/2 = 0.4-114 s). Some chiral sulfoxides with easily oxidizable functional groups are not appropriate for this photoisomerization. The electrochem. potentials of the functional groups, determined via cyclic voltammetry, are useful for predicting the reactive or nonreactive groups in this photoracemization reaction. A calculation study was conducted to clarify the sp2-like nature of S of the sulfoxide cation radical, which makes photoracemization easier.
Journal of Organic Chemistry published new progress about Aromatic compounds, sulfoxides Role: PRP (Properties), PUR (Purification or Recovery), RCT (Reactant), SPN (Synthetic Preparation), PREP (Preparation), RACT (Reactant or Reagent). 699-12-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C8H10OS, Synthetic Route of 699-12-7.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts