2-bromo-5-(3-chloropropoxy)-1,3-dimethylbenzene | 39150-54-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-bromo-5-(3-chloropropoxy)-1,3-dimethylbenzene
• 英文别名: 2-Bromo-5-(3-chloropropoxy)-1,3-dimethylbenzene
• CAS: 39150-54-4
• 化学式: C₁₁H₁₄BrClO
• 分子量: 277.589
• InChiKey: BLOFSAKCQNWAMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-5-(3-chloropropoxy)-1,3-dimethylbenzene 在 四丁基溴化铵 、 palladium diacetate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium hydroxide 、 sodium t-butanolate 作用下， 以 水 、 甲苯 为溶剂， 反应 144.0h， 生成 N1-(2,6-dimethyl-4-(3-(pyren-1-ylmethoxy)propoxy)-phenyl)-N2-mesitylethane-1,2-diamine
  参考文献：
  名称：

  Non covalent immobilization of pyrene-tagged ruthenium complexes onto graphene surfaces for recycling in olefin metathesis reactions

  摘要：

  Synthesis of Hoveyda-type ruthenium complexes, modified by pyrene tags on the NHC ligand and/or the benzylidene moiety, is described. Thanks to non-covalent it-err interactions these new complexes were immobilized on carbon supports [reduced graphene oxide (rGO) or graphene] and their activity and recoverability for metatheses reactions have been studied. A SIPr-based complex possessing the pyrene function on the benzylidene ligand (C2) delivered the best results for the ring closing metathesis of diethyldiallyl malonate as benchmark reaction. The presence of additional pyrene-functionalized styrenyl-ether as ligand to the rGO-supported catalyst (C2/L@rGO) noticeably improved the recycling procedure allowing supplementary efficient catalytic runs. This may be due either to a facilitated boomerang effect or to a gradual release of the active species in solution. Finally, catalyst C2/L@rGO was proven to be successfully used to promote metathesis reactions in a multisubstrate procedure, the same supported catalyst batch being successively engaged to transform three different substrates, in diene and ene-yne RCM reactions. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2016.10.004
• 作为产物：
  描述：

  4-溴-3,5-二甲酚 、 1-溴-3-氯丙烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 72.0h， 以100%的产率得到2-bromo-5-(3-chloropropoxy)-1,3-dimethylbenzene
  参考文献：
  名称：

  Non covalent immobilization of pyrene-tagged ruthenium complexes onto graphene surfaces for recycling in olefin metathesis reactions

  摘要：

  Synthesis of Hoveyda-type ruthenium complexes, modified by pyrene tags on the NHC ligand and/or the benzylidene moiety, is described. Thanks to non-covalent it-err interactions these new complexes were immobilized on carbon supports [reduced graphene oxide (rGO) or graphene] and their activity and recoverability for metatheses reactions have been studied. A SIPr-based complex possessing the pyrene function on the benzylidene ligand (C2) delivered the best results for the ring closing metathesis of diethyldiallyl malonate as benchmark reaction. The presence of additional pyrene-functionalized styrenyl-ether as ligand to the rGO-supported catalyst (C2/L@rGO) noticeably improved the recycling procedure allowing supplementary efficient catalytic runs. This may be due either to a facilitated boomerang effect or to a gradual release of the active species in solution. Finally, catalyst C2/L@rGO was proven to be successfully used to promote metathesis reactions in a multisubstrate procedure, the same supported catalyst batch being successively engaged to transform three different substrates, in diene and ene-yne RCM reactions. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2016.10.004

文献信息

• Non covalent immobilization of pyrene-tagged ruthenium complexes onto graphene surfaces for recycling in olefin metathesis reactions
  作者：Houssein Nasrallah、Stéphane Germain、Pierre Queval、Caroline Bouvier、Marc Mauduit、Christophe Crévisy、Emmanuelle Schulz

  DOI：10.1016/j.molcata.2016.10.004

  日期：2016.12

  Synthesis of Hoveyda-type ruthenium complexes, modified by pyrene tags on the NHC ligand and/or the benzylidene moiety, is described. Thanks to non-covalent it-err interactions these new complexes were immobilized on carbon supports [reduced graphene oxide (rGO) or graphene] and their activity and recoverability for metatheses reactions have been studied. A SIPr-based complex possessing the pyrene function on the benzylidene ligand (C2) delivered the best results for the ring closing metathesis of diethyldiallyl malonate as benchmark reaction. The presence of additional pyrene-functionalized styrenyl-ether as ligand to the rGO-supported catalyst (C2/L@rGO) noticeably improved the recycling procedure allowing supplementary efficient catalytic runs. This may be due either to a facilitated boomerang effect or to a gradual release of the active species in solution. Finally, catalyst C2/L@rGO was proven to be successfully used to promote metathesis reactions in a multisubstrate procedure, the same supported catalyst batch being successively engaged to transform three different substrates, in diene and ene-yne RCM reactions. (C) 2016 Elsevier B.V. All rights reserved.