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Experimental and theoretical studies on the homoconjugation in bicyclic carbenium and oxonium ions in the gas phase.
Affiliation:1. Laboratory of Genetics and Biotechnology, Institute of Biotechnology, Universidade Federal de Uberlândia, Patos de Minas, MG, Brazil;2. Institute of Chemistry, Universidade Federal de Uberlândia Uberlândia, Uberlândia, MG, Brazil;3. Instituto de Química, Universidade Estadual de Campinas-UNICAMP, Campinas, SP, Brazil;4. Institute of Physics of São Carlos, Universidade de São Paulo, São Carlos, SP, Brazil;5. Department of Chemistry, Universidade Federal de Juiz de Fora, Juiz de Fora, MG, Brazil;6. Laboratory of Vascular Biochemistry, Center for Natural and Human Sciences (CCNH), Universidade Federal do ABC, Santo André, SP, Brazil;7. Laboratory of Nanobiotechnology Prof. Dr. Luiz Ricardo Goulart Filho, Institute of Biotechnoloy, Universidade Federal de Uberlândia, Uberlandia, MG, Brazil;1. Department of Inorganic Chemistry, Faculty of Natural Sciences, Comenius University in Bratislava, Ilkovičova 6, Mlynská dolina, 842 15 Bratislava, Slovakia;2. Institute of Materials Chemistry, Technische Universität Wien, 1060 Vienna, Austria;3. Department of Microbiology and Virology, Faculty of Natural Sciences, Comenius University in Bratislava, Ilkovičova 6, Mlynská dolina, 842 15 Bratislava, Slovakia;4. Department of Inorganic Chemistry, Faculty of Science, Charles University, Hlavova 2030, Prague 128 00, Czech Republic
Abstract:Gas phase basicities and ab initio MO calculations show that non-vertical stabilization by the double bond in substituted 7-norborn-2-enyl and 7-noborna-2-dienyl cations remarkably decreases compared to the unsubstituted compounds.
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