9,10-dihydro-9,10-ethanoanthracene-11,12-diyldimethanediyl bis(trifluoromethanesulfonate) | 1334484-07-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10-dihydro-9,10-ethanoanthracene-11,12-diyldimethanediyl bis(trifluoromethanesulfonate)
• 英文别名: (+/-)-9,10-dihydro-9,10-ethanoanthracene-11,12-diyldimethanediyl bis(trifluoromethanesulfonate)；trans-9,10-dihydro-9,10-ethanoanthracene-11,12-di(methyltriflate)
• CAS: 1334484-07-9
• 化学式: C₂₀H₁₆F₆O₆S₂
• 分子量: 530.466
• InChiKey: PMDGPJBRLLSFQL-MRLCAUJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-甲基苯并咪唑 、 9,10-dihydro-9,10-ethanoanthracene-11,12-diyldimethanediyl bis(trifluoromethanesulfonate) 以 乙二醇二甲醚 为溶剂， 反应 1.0h， 以98%的产率得到trans-9,10-dihydro-9,10-ethanoanthracene-11,12-di-(1-methylbenzimidazolium) triflate
  参考文献：
  名称：

  WO2008/101197

  摘要：

  公开号：
• 作为产物：
  描述：

  三氟甲磺酸酐 、 9,10-dihydro-9,10-ethanoanthracene-11,12-dimethyl alcohol 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.33h， 以95%的产率得到9,10-dihydro-9,10-ethanoanthracene-11,12-diyldimethanediyl bis(trifluoromethanesulfonate)
  参考文献：
  名称：

  WO2008/101197

  摘要：

  公开号：

文献信息

• New iridium and rhodium chiral di-N-heterocyclic carbene (NHC) complexes and their application in enantioselective catalysis
  作者：Matthew S. Jeletic、Muhammad T. Jan、Ion Ghiviriga、Khalil A. Abboud、Adam S. Veige

  DOI：10.1039/b819524b

  日期：——

  New iridium and rhodium complexes prepared from C2-symmetric trans-9,10-dihydro-9,10-ethanoanthracene-11,12-bis(1-R)-benzimidazolidine-2-ylidene ligands (R = Me, iPr, and diPh) have been synthesized and characterized. Their catalytic activities have been tested in enantioselective hydrogenation and hydroformylation reactions. The ee’s for the reactions are low. Evidence indicates that even chelating di-N-heterocyclic carbene ligands are susceptible to reductive elimination.

  由C2对称反式-9,10-二氢-9,10-乙烷蒽-11,12-双(1-R)-苯并咪唑啉-2-亚基配体（R = 甲基，异丙基和二苯基）制备的新型铱和铑配合物已被合成并表征。它们的催化活性在不对称氢化和羰基化反应中进行了测试。反应的ee值较低。有证据表明，即使是配位双N-杂环卡宾配体也易发生还原消除反应。
• The next generation of C2-symmetric ligands: A di-N-heterocyclic carbene (NHC) ligand and the synthesis and X-ray characterization of mono- and dinuclear rhodium(I) and iridium(I) complexes
  作者：Roxy J. Lowry、Muhammad T. Jan、Khalil A. Abboud、Ion Ghiviriga、Adam S. Veige

  DOI：10.1016/j.poly.2009.06.075

  日期：2010.1

  A new C-2-symmetric chelating di-N-heterocyclic carbene (NHC) ligand is reported. The stable free di-carbene (+/-)[DEAM-BY] (3) forms upon treating the imidazolium salt(+/-)[DEAM-BI][OTf](2) (2) with potassium bis-trimethylsilylamide (where DEAM-BY=trans-9,10-dihydro-9,10-ethanoanthracene-11,12-bis(1-benzyl)imidaz-2-ylidene and DEAM-BI = trans-9,10-dihydro-9,10-ethanoanthracene-11,12-bis(1-benzyl)imidazolium). Metalation reactions of 2 with [Rh(COD)Cl](2) and [Ir(COD)Cl](2) are carried out under mild conditions to produce either mono- or bimetallic complexes. Each compound is characterized by NMR spectroscopy, combustion analysis, and single-crystal X-ray crystallography. Published by Elsevier Ltd.