Evidence for the Similarity Recognition Hypothesis. Structure Dependence of the Selectivity in Oxidation of a Pair of Associating Thiols Each Having an Alkyl Group
Tadashi Endo, Takeshi Ueda, Takashi Isago, Junichi Kato, Takashi Suzuki, Makoto Misaka, Masato Ito · Bulletin of the Chemical Society of Japan · 1987
Abstract In base-catalyzed oxidation of a pair of associating thiols [HSCH2–CONHCONH–R1 and HSCH2CH2–NHCONHCO–R2] (R1=n-C4H9, R2=n-CnH2n+1) with oxygen, the selectivity (a measure of molecular recognition) at 35.0°C reached a maximum for R1=R2 (=n-C4H9) both in aqueous acetonitrile (n=2 to 6) and in aqueous ethanol (n=3 to 5).