54576-42-0Relevant academic research and scientific papers
DISTINGUISHING IONIZATION FROM SULFUR P-TYPE LONE PAIR ORBITALS AND CARBON ?-MOLECULAR ORBITALS BY He I/He II PHOTOELECTRON SPECTROSCOPY
Glass, Richard S.,Broeker, Jeffrey L.,Jatcko, Mark E.
, p. 1263 - 1272 (1989)
He I and He II photoelectron spectra of methylthiomethylbenzene (2), 2-(1-methylethylthio)ethylbenzene (3), 1-naphthalenemethanethiol (4), 1,1-dimethylethylthiobenzene (5), benzenethiol (6), and methylthiobenzene (7) are reported.Comparison of the He I and He II band areas for each compound provide a reliable basis for assigning the bands as due to photoionization from a carbon ?-molecular orbital, sulfur p-type lone pair orbital, or mixed orbital.Ionization from a molecular orbital localized on sulfur results in a large decrease in intensity using He II compared with He I as the source relative to ionization from carbon ?-molecular orbitals.Mixed orbitals with both sulfur and carbon character also give rise to diminished intensities in the He II versus He I spectra relative to pure carbon orbitals, but proportionately less decrease than pure sulfur orbitals.
Stable and easily available sulfide surrogates allow a stereoselective activation of alcohols
Brutiu, Bogdan R.,Drescher, Martina,Matya?ovsky, Ján,Maulide, Nuno,Merad, Jérémy,Pinto, Alexandre,Stopka, Tobias
, p. 7770 - 7774 (2021/06/16)
Isothiouronium salts are easily accessible and stable compounds. Herein, we report their use as versatile deoxasulfenylating agents enabling a stereoselective, thiol-free protocol for synthesis of thioethers from alcohols. The method is simple, scalable and tolerates a broad range of functional groups otherwise incompatible with other methods. Late-stage modification of several pharmaceuticals provides access to multiple analogues of biologically relevant molecules. Performed experiments give insight into the reaction mechanism.
