1986-90-9Relevant articles and documents
A novel binuclear iron(III)-salicylaldazine complex; synthesis, X-ray structure and catalytic activity in sulfide oxidation
Akbari, Ali,Amini, Mojtaba,Bagherzadeh, Mojtaba,Ellern, Arkady,Mesbahi, Elnaz,Woo, L. Keith
, (2020)
A novel binuclear iron(III)-salicylaldazine complex has been synthesized and characterized by various techniques such as IR and UV–Vis spectroscopy and X-ray crystallography. The catalytic oxidation of sulfides in the presence of the aforementioned complex was explored at room temperature using urea hydrogen peroxide (UHP) as an oxidant. Effects of different reaction conditions consisting catalyst and oxidant amount, solvent effect and reaction time on the catalytic activity and selectivity in the reaction of methylphenylsulfide oxidation has been surveyed. Perfect selectivity toward sulfoxide was achieved after 15 min in CH3CN by choice of a properly optimized reaction condition.
Enantio- and Diastereoselective α-Metallation of Prochiral Sulfoxides by (+)-Menthyllithium
Maercker, Adalbert,Schuhmacher, Rudolf,Buchmeier, Willi,Lutz, Heinz Dieter
, p. 2489 - 2498 (2007/10/02)
Six out of ten prochiral dialkyl sulfoxides 3 with diastereotopic α methylene protons were stereoselectively metallated by (+)-menthyllithium (11) to yield two diastereomeric pairs of enriched enantiomers 29 after the reaction with benzophenone.The maximum e.e. was 40percent.Dicyclohexyl sulfoxide (3c) was deprotonated enantioselectively with an e.e of 30percent. 2-Bornyllithium (21) was unsuccesful as a chiral base and was shown for the first time to contain 4percent of isobornyllithium (22).The reactions were performed in pentane at -80 deg C; in diethyl ether and THF the e.e's were only slightly higher, and at higher temperatures the selectivity was rapidly decreasing.It was shown that racemization takes place by an intermolecular transmetallation reaction.The structure of 29f (n = 3) was elucidated by an X-ray analysis.Key Words: (+)-Menthyllithium, stereoselective metallation with/ Prochiral sulfoxides, enantio- and diastereoselective α-deprotonation of / 2-Bornyllithium, content of isobornyllithium in / Racemization, mechanism by intermolecular transmetallation/ e.e., temperature dependence of
