(anti,trans)-2,2'-binorbornylene | 75282-24-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (anti,trans)-2,2'-binorbornylene
• 英文别名: (E), anti-bis-2,2’-norbornylidene
• CAS: 75282-24-5
• 化学式: C₁₄H₂₀
• 分子量: 188.313
• InChiKey: OFBMQRATXBIINO-MGPMSFKISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  norbornene 在 HZSM-12 zeolite 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (syn,cis)-2,2'-binorbornylene 、 (anti,trans)-2,2'-binorbornylene 、 (anti,cis)-2,2'-binorbornylene 、 (cis,trans)-2,2'-binorbornylene
  参考文献：
  名称：

  Dimerization of norbornene on zeolite catalysts

  摘要：

  The high activity and selectivity of H-Beta and H-ZSM-12 zeolites in the dimerization of norbornene was established. The norbornene conversion reached 100% in chlorinated paraffin and argon gas medium, with a selectivity of dimer formation of 88%-98%. Four stereo-isomers of the bis-2,2'-norbornylidene structure were identified in the dimer fraction, with the (Z)-anti-bis-2,2'-norbornylidene prevailing over the others. (C) 2015, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s1872-2067(14)60251-5

文献信息

• W(II)-catalyzed hydroarylation of bicyclo[2.2.1]hept-2-ene by simple arenes
  作者：Anna Malinowska、Izabela Czeluśniak、Marcin Górski、Teresa Szymańska-Buzar

  DOI：10.1016/j.tetlet.2005.01.031

  日期：2005.2

  The tungsten(II) carbonyl compound (CO)4W(μ-Cl)3W(SnCl3)(CO)3 has been found to be a very effective catalyst for the hydroarylation of bicyclo[2.2.1]hept-2-ene (norbornene) conducted in arene solution at room temperature. Norbornene adducts with benzene, toluene, para-xylene, and mesitylene have been isolated and their structures have been unambiguously established by means of 1H and 13C NMR spectroscopy

  已发现羰基钨（II）化合物（CO）4 W（μ-Cl）3 W（SnCl 3）（CO）3是双环[2.2.1]庚-2-酯加氢芳构化的非常有效的催化剂烯（降冰片烯）在室温下在芳烃溶液中进行。分离出了降冰片烯与苯，甲苯，对二甲苯和均三甲苯的加合物，并通过1 H和13 C NMR光谱明确地确定了它们的结构。基于几个催化反应的1 H NMR监测，提出了一种可能的机制，涉及降冰片烯与W（II）原子的配位及其活化。
• Mechanism of initiation of the ring-opening polymerization and addition oligomerization of norbornene using unicomponent metathesis catalysts
  作者：D. Theodore Laverty、John J. Rooney

  DOI：10.1039/f19837900869

  日期：——

  formed during ring-opening polymerization of norbornene in benzene solvent using several unicomponent metal halide catalysts (W, Mo, Re, Ru, Os and Ir) were extensively investigated. Dimers and trimers were observed in all cases but were only substantial relative to polymer yields for WCl6 and ReCl5. The rate of formation of the dimers exactly paralleled that of the ring-opened polymer, in marked contrast

  广泛研究了降冰片烯在苯溶剂中使用几种单组分金属卤化物催化剂（W，Mo，Re，Ru，Os和Ir）的开环聚合过程中形成的低分子量产物的身份和收率。在所有情况下均观察到二聚体和三聚体，但相对于WCl 6和ReCl 5的聚合物收率而言却是相当可观的。二聚体的形成速率与开环聚合物的形成速率完全平行，这与Friedel-Crafts烷基化降冰片烯的生长速率形成鲜明对比。还制备了Ru，Os和Ir卤化物的环八--1,5-二烯配合物，发现它们含有氢化物配体，其浓度似乎对控制催化活性很重要。