17733-23-2Relevant articles and documents
Pd-Catalyzed Intermolecular Transthiolation of Ar-OTf Using Methyl 3-(Methylthio) Propanoate as a Thiol Surrogate
Pan, Dandan,Xu, Shasha,Tian, Qingqiang,Li, Yahui
supporting information, p. 4616 - 4619 (2021/09/10)
A method for the odorless synthesis of unsymmetrical sulfides via Csp2?O and Csp3?S bond activation is presented. Using methyl 3-(methylthio) propanoate as a MeSH surrogate, a series of substituted aryl methyl sulfides have been obtained in moderate to good yields. This catalytic protocol can also tolerate methyl 3-(methylthio)propionate derivatives to afford the corresponding aryl sulfides.
Correlations of pKlgMe with Reduction Potentials
Fountain,Patel, Kamlesh D.,Dunkin, Timothy W.,Powers, Janette A.,Van Galen, Dean A.
, p. 853 - 856 (2007/10/03)
The quantitative indices for the ability of leaving groups to depart from C atoms are pKlgMe. In the cases of methyl transfers from arenesulfonates, these parameters have correlated a large number of nucleophilic data. A new scale of these parameters has been defined from methyl transfer data between phenylmethyl thioethers. The pKlgMe data from both sets of compounds correlated with both experimental E1/2 values and ELUMO values from computational chemistry. These correlations support the SCM model of Shaik et al. which requires the leaving group to display some SET character in an SN2 transition state.