000096808 001__ 96808
000096808 005__ 20201124104756.0
000096808 0247_ $$2doi$$a10.3762/bjoc.15.158
000096808 0248_ $$2sideral$$a113152
000096808 037__ $$aART-2019-113152
000096808 041__ $$aeng
000096808 100__ $$0(orcid)0000-0003-4249-6748$$aPedron, M.$$uUniversidad de Zaragoza
000096808 245__ $$aTransient and intermediate carbocations in ruthenium tetroxide oxidation of saturated rings
000096808 260__ $$c2019
000096808 5060_ $$aAccess copy available to the general public$$fUnrestricted
000096808 5203_ $$aThe ruthenium tetroxide-mediated oxidation of cyclopentane, tetrahydrofuran, tetrahydrothiophene and N-substituted pyrrolidines has been studied computationally by DFT and topological (analysis of the electron localization function, ELF) methods. In agreement with experimental observations and previous DFT calculations, the rate-limiting step of the reaction takes place through a highly asynchronous (3 + 2) concerted cycloaddition through a single transition structure (one kinetic step). The ELF analysis identifies the reaction as a typical one-step-two-stages process and corroborates the existence of a transient carbocation. In the case of pyrrolidines, the carbocation is completely stabilized as an energy minimum in the form of an iminium ion and the reaction takes place in two steps.
000096808 536__ $$9info:eu-repo/grantAgreement/ES/DGA-FEDER/E34-R17$$9info:eu-repo/grantAgreement/ES/MINECO/CTQ2016-76155-R
000096808 540__ $$9info:eu-repo/semantics/openAccess$$aby$$uhttp://creativecommons.org/licenses/by/3.0/es/
000096808 590__ $$a2.622$$b2019
000096808 591__ $$aCHEMISTRY, ORGANIC$$b23 / 57 = 0.404$$c2019$$dQ2$$eT2
000096808 592__ $$a0.714$$b2019
000096808 593__ $$aOrganic Chemistry$$c2019$$dQ2
000096808 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion
000096808 700__ $$aLegnani, L.
000096808 700__ $$aChiacchio, M.A.
000096808 700__ $$aCaramella, P.
000096808 700__ $$0(orcid)0000-0003-3433-6701$$aTejero, T.$$uUniversidad de Zaragoza
000096808 700__ $$0(orcid)0000-0002-2202-3460$$aMerino, P.$$uUniversidad de Zaragoza
000096808 7102_ $$12013$$2765$$aUniversidad de Zaragoza$$bDpto. Química Orgánica$$cÁrea Química Orgánica
000096808 773__ $$g15 (2019), 1552-1562$$pBeilstein J. Org. Chem.$$tBEILSTEIN JOURNAL OF ORGANIC CHEMISTRY$$x1860-5397
000096808 8564_ $$s1083369$$uhttps://zaguan.unizar.es/record/96808/files/texto_completo.pdf$$yVersión publicada
000096808 8564_ $$s41897$$uhttps://zaguan.unizar.es/record/96808/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada
000096808 909CO $$ooai:zaguan.unizar.es:96808$$particulos$$pdriver
000096808 951__ $$a2020-11-22-12:38:40
000096808 980__ $$aARTICLE