1,2-di(9H-fluoren-9-ylidene)ethane | 4551-02-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1,2-di(9H-fluoren-9-ylidene)ethane
• 英文别名: 1,4-bis-biphenylene butadiene；1,4-bis-biphenylenbutadipen；di-fluoren-9-yliden-ethane；Di-fluoren-9-yliden-aethan；9,9'-Ethane-1,2-diylidenebis(9h-fluorene)；9-(2-fluoren-9-ylideneethylidene)fluorene
• CAS: 4551-02-4
• 化学式: C₂₈H₁₈
• 分子量: 354.451
• InChiKey: MYBXBSQHWGXMGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,2-di(9H-fluoren-9-ylidene)ethane 在 1,4-二氧六环 、 lithium aluminium tetrahydride 作用下， 生成 1,2-bis-[9-(4-chloro-benzyl)-fluoren-9-yl]-ethane
  参考文献：
  名称：

  THE REACTION OF LITHIUM ALUMINUM HYDRIDE WITH DIBIPHENYLENEETHYLENE, DIBIPHENYLENEBUTADIENE, AND DIBIPHENYLENEBUTATRIENE. FULVENES AND THERMOCHROMIC ETHYLENES. PART 27¹

  摘要：

  DOI：

  10.1021/jo01132a004
• 作为产物：
  描述：

  di-fluoren-9-yliden-ethene 在 氢氧化钾 、 aluminium amalgam 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 1,2-di(9H-fluoren-9-ylidene)ethane
  参考文献：
  名称：

  Kuhn,R.; Fischer,H., Chemische Berichte, 1961, vol. 94, p. 3060 - 3071

  摘要：

  DOI：

文献信息

• Thermolysis of salts of 2-substituted acrylic acids. Novel reduction of a vinyl bromide
  作者：T. L. Gilchrist、C. W. Rees

  DOI：10.1039/j39680000779

  日期：——

  Upon heating the sodium or silver salts of 2-chloroacrylic, 2-bromo-3,3-diphenylacrylic, and α-bromofluorenylideneacetic acid alone, in inert solvents, or in olefins, decarboxylation results and, where possible, rearrangement to acetylenes. Similarly, methyl fluorenylideneacetates are demethylated and decarboxylated on heating with sodium iodide. These decompositions do not involve carbenes.

  在惰性溶剂或烯烃中单独加热2-氯丙烯酸，2-溴-3,3-二苯基丙烯酸和α-溴芴基亚乙酸的钠盐或银盐时，会导致脱羧，并在可能的情况下重排为乙炔。类似地，芴基亚甲基乙酸甲酯在与碘化钠加热下脱甲基和脱羧。这些分解不涉及卡宾。
• A Palladium‐Catalyzed Domino Coupling Process Leading to Annelated Pentafulvenes
  作者：Gerald Dyker、F. Nerenz、P. Siemsen、P. Bubenitschek、Peter G. Jones

  DOI：10.1002/cber.19961291019

  日期：1996.10

  Annelated pentafulvenes 2, 10, 13, and 14 are efficiently accessible by a palladium-catalyzed domino coupling process of aryl substituted vinylic bromides 1, 9, 11, and 12, 5-Membered palladacycles 3 are discussed as key intermediates.

  稠合pentafulvenes 2，10，13，和14是通过有效地访问的钯-催化的偶联多米诺芳基取代的乙烯基溴化物的过程1中，9，11，和12，5元钯环3被作为关键中间体的讨论。
• Synthese und charakterisierung von bis(fluorenyl)komplexen des zirconiums und hafniums und deren anwendung bei der katalytischen olefinpolymerisation
  作者：Bernd Peifer、M. Bruce Welch、Helmut G. Alt

  DOI：10.1016/s0022-328x(97)00338-0

  日期：1997.10

  The addition of n-butyl lithium to bis-biphenylene propene (1) or 1,4-bis-biphenylene butadiene (2) followed by the reaction with zirconium tetrachloride or hafnium tetrachloride leads to C1- or C2-bridged bis(fluorenyl) complexes of zirconium or hafnium containing substituents in the bridge. Complexes of the type (C13H8C(H)BuC13H8)MCl2, (MZr (3), Hf (4)) are the first known examples of C1-bridged

  将正丁基锂添加到双联苯丙烯（1）或1,4-双联苯丁二烯（2）中，然后与四氯化锆或四氯化ha反应，生成C 1或C 2桥连的双（芴基） ）桥中含锆或ha的取代基的配合物。该类型的复合物（C 13 H ^ 8 C（H）BuC 13 ħ 8）的MC1 2，（MZr（3），HF（4））是所述第一已知例子Ç 1个-bridged双（芴）第4组金属的配合物。
• Antiaromatic Spacer-Bridged Bisfluorenyl Dications Generated by Superacid Induced Ionization
  作者：Bart J. Dahl、Nancy S. Mills

  DOI：10.1021/ja711501k

  日期：2008.8.1

  Derivatives of the dication of tetrabenzo[5.5]fulvalene were prepared with phenyl and ethynyl spacers through ionization of the appropriate bis-methylethers. The antiaromaticity shown by the parent dication was demonstrated for these dications with spacers, although it was attenuated by the presence of the spacer. It was substantially greater than that of fluorenyl monocations with similar substituents. Antiaromaticity was evaluated through comparison of (1)H NMR shifts with those of acyclic analogues, through nucleus independent chemical shifts, and through magnetic susceptibility exaltation. Although the fluorenyl systems are separated by spacers, the antiaromaticity of one system is affected by the other remote fluorenyl system. An explanation for this interaction may lie in the ability of a remote cationic substituent to attenuate delocalization in the spacer. The use of spacers is designed to prevent side reactions in less stable antiaromatic dications, allowing exploration of a number of species that have previously been inaccessible.
• Wieland; Krause, Justus Liebigs Annalen der Chemie, 1925, vol. 443, p. 136
  作者：Wieland、Krause

  DOI：——

  日期：——