000079131 001__ 79131 000079131 005__ 20190709135711.0 000079131 0247_ $$2doi$$a10.1016/j.micromeso.2016.09.055 000079131 0248_ $$2sideral$$a97427 000079131 037__ $$aART-2017-97427 000079131 041__ $$aeng 000079131 100__ $$aBen Zid, T. 000079131 245__ $$aNew bis(oxazoline)–vanadyl complexes, supported by electrostatic interaction in Laponite clay, as heterogeneous catalysts for asymmetric oxidation of methyl phenyl sulfide 000079131 260__ $$c2017 000079131 5060_ $$aAccess copy available to the general public$$fUnrestricted 000079131 5203_ $$aChiral bis(oxazoline) ligands are used for the first time to promote the enantioselective vanadium-catalyzed oxidation of sulfides with alkyl hydroperoxides. Several bis(oxazoline)-VO complexes have been prepared and supported by cation exchange in Laponite clay. The substituent in the oxazoline ring, and the type of hydroperoxide are relevant parameters that control the activity and selectivity of the resulting catalysts. Tert-butyl hydroperoxide is more reactive but less enantioselective than cumenehydroperoxide, both with the neat and supported VO-bis(oxazoline) complexes. Activities and enantioselectivities obtained with the heterogeneous catalysts are always lower than in solution, and in general better and more consistent results are obtained with box(iPr) ligand which seems to be also the best chiral auxiliary in homogeneous phase, leading to a modest but significant enantioselectivity of 20% ee in heterogeneous phase and of 28% in homogeneous phase. The recovered of the best catalyst shows a decrease in the catalytic activity and in the enantioselectivity, in agreement with some decomplexation of the chiral ligand, whereas the supported vanadium species remain stable and recoverable. 000079131 536__ $$9info:eu-repo/grantAgreement/ES/DGA/E11$$9info:eu-repo/grantAgreement/ES/MINECO/CTQ2014-52367-R 000079131 540__ $$9info:eu-repo/semantics/openAccess$$aby-nc-nd$$uhttp://creativecommons.org/licenses/by-nc-nd/3.0/es/ 000079131 590__ $$a3.649$$b2017 000079131 591__ $$aMATERIALS SCIENCE, MULTIDISCIPLINARY$$b66 / 285 = 0.232$$c2017$$dQ1$$eT1 000079131 591__ $$aCHEMISTRY, APPLIED$$b12 / 71 = 0.169$$c2017$$dQ1$$eT1 000079131 591__ $$aNANOSCIENCE & NANOTECHNOLOGY$$b38 / 92 = 0.413$$c2017$$dQ2$$eT2 000079131 591__ $$aCHEMISTRY, PHYSICAL$$b51 / 146 = 0.349$$c2017$$dQ2$$eT2 000079131 592__ $$a1.08$$b2017 000079131 593__ $$aChemistry (miscellaneous)$$c2017$$dQ1 000079131 593__ $$aCondensed Matter Physics$$c2017$$dQ1 000079131 593__ $$aMaterials Science (miscellaneous)$$c2017$$dQ1 000079131 593__ $$aMechanics of Materials$$c2017$$dQ1 000079131 593__ $$aNanoscience and Nanotechnology$$c2017$$dQ2 000079131 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/acceptedVersion 000079131 700__ $$aFadhli, M. 000079131 700__ $$aKhedher, I. 000079131 700__ $$0(orcid)0000-0002-0136-5138$$aFraile, J. M.$$uUniversidad de Zaragoza 000079131 7102_ $$12013$$2765$$aUniversidad de Zaragoza$$bDpto. Química Orgánica$$cÁrea Química Orgánica 000079131 773__ $$g239 (2017), 167-172 [17 p.]$$pMicroporous mesoporous mater.$$tMICROPOROUS AND MESOPOROUS MATERIALS$$x1387-1811 000079131 8564_ $$s365756$$uhttps://zaguan.unizar.es/record/79131/files/texto_completo.pdf$$yPostprint 000079131 8564_ $$s8584$$uhttps://zaguan.unizar.es/record/79131/files/texto_completo.jpg?subformat=icon$$xicon$$yPostprint 000079131 909CO $$ooai:zaguan.unizar.es:79131$$particulos$$pdriver 000079131 951__ $$a2019-07-09-12:55:12 000079131 980__ $$aARTICLE