Experimental and theoretical studies of a greener catalytic system for saturated hydrocarbon chlorination composed by trichloroisocyanuric acid and a copper(II) compound 机翻标题: 暂无翻译,请尝试点击翻译按钮。

来源
Applied Catalysis, A. General: An International Journal Devoted to Catalytic Science and Its Applications
年/卷/期
2018 / 562 /
页码
150-158
ISSN号
0926-860X
作者单位
Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense;Instituto Federal Fluminense;Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense;Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense;Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense;Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense;Laboratório de Ciências Físicas, Universidade Estadual do Norte Fluminense;Instituto de Ciências Exatas e da Terra, Campus Universitário do Araguaia, Universidade Federal do Mato Grosso;Instituto de Química, Universidade Federal do Rio de Janeiro;Instituto de Química, Universidade Federal do Rio de Janeiro;Instituto de Química, Universidade Federal do Rio de Janeiro;Laboratório de Ciências Químicas, Universidade Estadual do Norte Fluminense;
作者
Isis L. Melo;Leonardo M. Lube;Eduardo S. Neves;Wagner S. Terra;Christiane Fernandes;Carlos R.R. Matos;Roberto W.A. Franco;Jackson A.L.C. Resende;Daniel C.A. Valente;Bruno A.C. Horta;Thiago M. Cardozo;Adolfo Horn;
摘要
We are describing herein a new environmentally friendly catalytic system able to convert cyclohexane to chlorocyclohexane with 100% selectivity. The method was also applied to the chlorination ofn-hexane and adamantane. The catalytic system employs thichloroisocyanuric acid (TCCA) as halogenating agent and a mononuclear copper(II) complex [Cu(BPAH)(H2O)](ClO4)2,1, as catalyst (BPAH = 1,4-bis(propanamide)homopiperazine), whose molecular structure was solved by monocrystal X-ray diffraction. For cyclohexane, at a ratio catalyst:substrate:TCCA of 1:1000:333, the system reached a conversion of 32.0 ± 1% at 25 °C and 44.7 ± 0.4% at 50 °C, with 100% selectivity for chlorocyclohexane. Withn-hexane, a similar conversion was observed at 50 °C, resulting in mixture of monochlorides. Employing adamantane as substrate, the isomers 1-chloroadamantane and 2-chloroadamante were preferentially formed, together with traces of dichloroadamantane. EPR and ESI-(+)-MS analyses indicate the formation of a Cu-hypochlorite intermediate species, which is supported by theoretical calculations.
机翻摘要
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关键词/主题词
Copper catalyst;Thichloroisocyanuric acid;Chlorocyclohexane;Copper(II)-oxyl species;Chlorohexane;Chloroadamantane;
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