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无氧条件下铜、镍和铁催化的芳基硫酚自偶联生成二芳基二硫醚

Synthesis of diaryldisulfides via copper,nickel and iron-catalyzed homocoupling of aryl or benzyl thiols free of oxidants

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【作者】 张斌张文鸿郭海昌陈仁尔周其忠吴家守蒋华江

【Author】 ZHANG Bin;ZHANG Wenhong;GUO Haichang;CHEN Rener;ZHOU Qizhong;WU Jiashou;JIANG Huajiang;Department of Chemistry,Taizhou University;Zhejiang Rongyao Chemical Co.Ltd.;

【机构】 台州学院化学系浙江荣耀化工有限公司

【摘要】 苯硫酚或苯甲硫醇在CuI/Phen催化下,以Na2CO3为碱,乙二醇二甲醚为溶剂,在氮气保护下,回流搅拌可得二芳基二硫醚,收率为79%~99%;在Ni(PPh3)2Cl2催化下,以K2CO3为碱,得到的二芳基二硫醚的收率为77%~86%;在FeCl3/L-Proline催化下,以K2CO3为碱,甲醇为溶剂时,在氮气保护下,回流搅拌得到二芳基二硫醚,收率为86%~97%.为合成二芳基二硫醚提供了3种有效方法.

【Abstract】 Various symmetric diaryldisulfides were synthesized from commercially available aryl thiols catalyzed by CuI/Phen with Na2CO3 as a base in dimethoxyethane(DME),and stirred and refluxed under the nitrogen atmosphere for high yields of 79%to 99%.In the presence of Ni(PPh3)2Cl2 with K2CO3 as a base under the nitrogen atmosphere,diaryldisulfides can be synthesized from aryl thiols in DME,whose yields are at the range of 77% to86%.Diaryldisulfides can also be synthesized from aryl thiols catalyzed by FeCl3/L-Proline with K2CO3 as a base in MeOH,and its yields are at the range of 86%to 97%.In this paper,we present three methods for the preparation of diaryldisulfides.

【关键词】 苯硫酚CuIFeCl3二芳基二硫醚
【Key words】 aryl thiolsCuInickelFeCl3diaryldisulfides
【基金】 国家自然科学基金资助项目(21172166,21402137);浙江省自然科学基金资助项目(LY14B020012);浙江省应用化学重点学科(台州学院)开放基金
  • 【文献出处】 浙江大学学报(理学版) ,Journal of Zhejiang University(Science Edition) , 编辑部邮箱 ,2015年04期
  • 【分类号】O625.72
  • 【被引频次】1
  • 【下载频次】119
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