129333-60-4Relevant academic research and scientific papers
Marked Effect of the Shape of Solvent Molecules on Molecular Recognition in the Oxidation of Associating Thiols
Endo, Tadashi,Takei, Hiromichi,Isago, Takashi,Guro, Kazuo,Nakajima, Yutaka,et al.
, p. 1029 - 1033 (2007/10/02)
Oxidation of a pair of associating thiols (1 and 2), each having a binding site and a recognition site (R1 or R2), is examined in binary solvent mixtures of a propanol with water and organic co-solvents.The selectivity (r) - a measure of the degree of recognition of (1) by (2) - in the oxidation is represented by the logarithmic ratio of the yield of an unsymmetrical disulphide to twice that of a symmetrical one.It is found that (i) higher selectivity is achieved when the non-polar group of a propanol in a mixed solvent resembles a given non-polar group of one of the reacting molecules in three-dimensional shape and (ii) the above "solvent shape effect" on the selectivity is produced more markedly in aqueous propanols than in the corresponding non-aqueous ones.Correlation of the observed selectivity with physico-chemical properties of (aqueous) propanols, reactivity difference between thiols, and so on is discussed together with a possible explanation of the solvent shape effect on the degree of recognition of non-polar groups.
