caa a22 4500 475761278 CHVBK 20180406123551.0 cr unu---uuuuu 170329e20000801xx s 000 0 eng 10.1007/BF02495072 doi (NATIONALLICENCE)springer-10.1007/BF02495072 Borisov Yu A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation aut An ab initio quantum-chemical study of proton addition to F-, Ch3-, and CF3-substituted ethylene derivatives [Elektronische Daten] [Yu. Borisov] Protonated forms of the molecules of ethylene derivatives with the general formula C2X2Y2 (X=Y=H) (1), F (2), CH3 (3) CH3 (4); X=F, Y=H:cis-(5)trans- (6)) were calculated by theab initio MP2/6-31 G* method with full geometry optimization. The minima and saddle points located on the potential energy surface (PES) of the protonated ethylene molecule correspond to the stationary states and transition states of proton migration, respectively. The stationary states are characterized by a nonclassical geometry of carbocations similar to that of π-complexes, whereas the transition states have a classical structure. Unlike1, the carbocations of molecules2-6 have the classical structure. The saddle points on the PES of the ethylene derivatives correspond to the structures of the π-complex type, which are the transition states of proton migration between the C atoms of the ethylene bond. The barrier to rotation about, the C−C bond depends essentially on the substituent nature. Kluwer Academic/Plenum Publishers, 2000 ab initio quantum-chemical calculations nationallicence MP2 method nationallicence protonated forms of ethylene and ethylene derivatives nationallicence proton affinity nationallicence intramolecular proton migration nationallicence barriers to internal rotation nationallicence Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/8(2000-08-01), 1327-1331 1066-5285 49:8<1327 2000 49 11172 https://doi.org/10.1007/BF02495072 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02495072 text/html Onlinezugriff via DOI NATIONALLICENCE 100 1- Borisov Yu A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813, Moscow, Russian Federation aut NATIONALLICENCE 773 0- Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/8(2000-08-01), 1327-1331 1066-5285 49:8<1327 2000 49 11172 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer