1,4-diheptyloxy-2,5-divinylbenzene | 206762-49-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-diheptyloxy-2,5-divinylbenzene
• 英文别名: DHepODVB；1,4-Diethenyl-2,5-bis(heptyloxy)benzene；1,4-bis(ethenyl)-2,5-diheptoxybenzene
• CAS: 206762-49-4
• 化学式: C₂₄H₃₈O₂
• 分子量: 358.565
• InChiKey: QQJXDRAWROHADR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  26
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  {(2-methyl-2-phenyl-propylidene)((2,6-dimethylphenyl)imido)molybdenum(VI)bis(hexafluoro-tert-butoxide)} 、 1,4-diheptyloxy-2,5-divinylbenzene 以 氘代甲苯 为溶剂， 生成 Mo(NArMe2)(CH(C6H2)(OnHep)2(CHCH2))[OCMe(CF3)2]2 、 (CHMo(NArMe2)[OCMe(CF3)2]2)2((C6H2)(OnHep)2) 、 (CHMo(NArMe2)[OCMe(CF3)2]2)2((C6H2)(OnHep)2CH)2
  参考文献：
  名称：

  In situ NMR investigations into the ADMET-reaction of 1,4-diheptyloxy-2,5-divinylbenzene via a Schrock-type molybdenum alkylidene complex

  摘要：

  The acyclic diene metathesis (ADMET) polycondensation of 1,4-diheptyloxy-2,5-divinylbenzene (DHepODVB) with the Schrock-type alkylidene complex Mo(NArMe2)(CHCMe2Ph)[OCMe(CF3)(2)](2) was investigated by means of in situ H-1/C-13 NMR spectroscopy. Efforts were made to a gain insight into the reaction mechanism and explain the relatively high reaction temperatures (> 60 degrees C instead of room temperature in the case of the diheptylsubstituted analog) necessary to achieve useful reaction rates. Different reaction charges were investigated in dependence on reaction time and ratio catalyst/monomer. At least four novel alkylidene species were detected of which three species could be assigned to structures (two of which are binuclear, presumably due to the nearly stoichiometric ratios catalyst/monomer). These three structures show a Mo-coordination from the oxygen of a heptyloxy side chain from the substrate resulting in stabilized intermediates. These intermediates act as low energy "traps" that make the higher reaction temperatures necessary. The stabilization also seems to effect decomposition of active species, substantially slowing it down. Even after 24 days, alkylidene signals could be detected without noticeable reduction in relative amount. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2006.01.069

文献信息

• In situ NMR investigations into the ADMET-reaction of 1,4-diheptyloxy-2,5-divinylbenzene via a Schrock-type molybdenum alkylidene complex
  作者：Ralf M. Peetz、Volker Sinnwell、Emma Thorn-Csányi

  DOI：10.1016/j.molcata.2006.01.069

  日期：2006.7

  The acyclic diene metathesis (ADMET) polycondensation of 1,4-diheptyloxy-2,5-divinylbenzene (DHepODVB) with the Schrock-type alkylidene complex Mo(NArMe2)(CHCMe2Ph)[OCMe(CF3)(2)](2) was investigated by means of in situ H-1/C-13 NMR spectroscopy. Efforts were made to a gain insight into the reaction mechanism and explain the relatively high reaction temperatures (> 60 degrees C instead of room temperature in the case of the diheptylsubstituted analog) necessary to achieve useful reaction rates. Different reaction charges were investigated in dependence on reaction time and ratio catalyst/monomer. At least four novel alkylidene species were detected of which three species could be assigned to structures (two of which are binuclear, presumably due to the nearly stoichiometric ratios catalyst/monomer). These three structures show a Mo-coordination from the oxygen of a heptyloxy side chain from the substrate resulting in stabilized intermediates. These intermediates act as low energy "traps" that make the higher reaction temperatures necessary. The stabilization also seems to effect decomposition of active species, substantially slowing it down. Even after 24 days, alkylidene signals could be detected without noticeable reduction in relative amount. (c) 2006 Elsevier B.V. All rights reserved.