9-benzylidene-2,7-dichloro-9H-fluorene | 23000-29-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-benzylidene-2,7-dichloro-9H-fluorene
• 英文别名: 9-Benzylidene-2,7-dichlorofluorene
• CAS: 23000-29-5
• 化学式: C₂₀H₁₂Cl₂
• 分子量: 323.221
• InChiKey: MTUSECUKGZFDNG-UHFFFAOYSA-N

物化性质

• 熔点：
  94 °C(Solv: acetic acid (64-19-7))
• 沸点：
  456.3±45.0 °C(Predicted)
• 密度：
  1.346±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• 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：

  9-benzylidene-2,7-dichloro-9H-fluorene 在 乙醚 、 aluminium amalgam 作用下， 生成 9-benzyl-2,7-dichloro-fluorene
  参考文献：
  名称：

  Sieglitz; Schatzkes, Chemische Berichte, 1921, vol. 54, p. 2077

  摘要：

  DOI：
• 作为产物：
  描述：

  2,7-Dichloro-9-bromofluorene 在 sodium hydride 作用下， 反应 18.0h， 生成 9-benzylidene-2,7-dichloro-9H-fluorene
  参考文献：
  名称：

  Gupta, K. C.; Saxena, B. K.; Pathak, P. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 1067 - 1069

  摘要：

  DOI：

文献信息

• Synthesis of 9-Fluorenylidenes via Pd-Catalyzed C–H Vinylation with Vinyl Bromides
  作者：Shuai Yang、Yanghui Zhang

  DOI：10.1021/acs.orglett.1c02722

  日期：2021.10.15

  A facile and efficient approach for the synthesis of 9-fluorenylidenes has been developed via the palladium-catalyzed cross-coupling of 2-iodobiphenyls and vinyl bromides. The reaction involves the C–H activation of 2-iodobiphenyls and dual C–C bond formations. A range of 9-fluorenylidene derivatives, including diphenyldibenzofulvenes, can be synthesized with the reaction.

  通过钯催化的 2-碘联苯和乙烯基溴的交叉偶联，开发了一种简便有效的合成 9-芴基的方法。该反应涉及 2-碘联苯的 C-H 活化和双 C-C 键的形成。通过该反应可以合成一系列 9-芴基衍生物，包括二苯基二苯并富烯。
• Manganese catalyzed switchable <i>C</i>-alkylation/alkenylation of fluorenes and indene with alcohols
  作者：Avijit Mondal、Rahul Sharma、Debjyoti Pal、Dipankar Srimani

  DOI：10.1039/d1cc03529k

  日期：——

  central goal in catalysis. This would be especially interesting when the reactivity and selectivity patterns can be tuned. Herein, we introduced the first Mn-catalyzed selective C-alkylation and olefination of fluorene, and indene with alcohols. Various substrates including benzylic, heteroaromatic, and aliphatic primary and secondary alcohols are employed as alkylating agents. Mechanistic investigations

  使用地球上丰富的、无毒的过渡金属代替稀有贵金属是催化的中心目标。当可以调整反应性和选择性模式时，这将特别有趣。在此，我们首次介绍了 Mn 催化的芴和茚与醇的选择性C-烷基化和烯化。包括苄醇、杂芳族和脂肪族伯醇和仲醇在内的各种底物被用作烷化剂。机理研究和动力学研究支持烯化中间体的参与以提供烷基化产物。
• Intermolecular Oxidative Friedel–Crafts Reaction Triggered Ring Expansion Affording 9,10-Diarylphenanthrenes
  作者：Lu Yang、Ilya D. Gridnev、Masahiro Terada、Tienan Jin

  DOI：10.1021/acs.orglett.0c03283

  日期：2020.11.20

  A novel intermolecular tandem oxidative aromatic coupling between arylidene fluorenes and unfunctionalized aromatics mediated by a DDQ/TFA oxidation system has been developed for the construction of 9,10-diarylphenanthrenes (DAPs). The formation of a benzylic carbocation species possessing a quaternary sp3-carbon center on the fluorene moiety by an intermolecular oxidative Friedel–Crafts reaction of

  已经开发了由DDQ / TFA氧化系统介导的亚芳基芴与未官能化芳族化合物之间的新型分子间串联氧化芳族化合物，用于构建9,10-二芳基菲（DAP）。通过两个不同芳烃的分子间氧化Friedel-Crafts反应，在芴部分上形成具有季级sp 3-碳中心的苄基碳正离子物种，成功地引发了随后的环扩展，从而提供了DAP。
• 2,7-aryl-9-substituted fluorenes and 9-substituted fluorene oligomers and polymers
  申请人：——

  公开号：US20010053842A1

  公开（公告）日：2001-12-20

  The invention relates to 2,7-substituted-9-substituted fluorenes and 9-substituted fluorene oligomers and polymers. The fluorenes, oligomers and polymers are substituted at the 9-position with two hydrocarbyl moieties which may optionally contain one or more of sulfur, nitrogen, oxygen, phosphorous or silicon heteroatoms; a C 5-20 ring structure formed with the 9-carbon on the fluorene ring or a C 4-20 ring structure formed with the 9-carbon containing one or more heteroatoms of sulfur, nitrogen or oxygen; or a hydrocarbylidene moiety. In one embodiment, the fluorenes are substituted at the 2- and 7-positions with aryl moieties which may further be substituted with moieties which are capable of crosslinking or chain extension or a trialkylsiloxy moiety. The fluorene polymers and oligomers may be substituted at the 2- and 7′-positions. The monomer units of the fluorene oligomers and polymers are bound to one another at the 2- and 7′-positions. The 2,7′-aryl-9-substituted fluorene oligomers and polymers may be further reacted with one another to form higher molecular weight polymers by causing the optional moieties on the terminal 2,7′-aryl moieties, which are capable of crosslinking or chain extension, to undergo chain extension or crosslinking. Also disclosed are processes for preparing the disclosed compounds.

  本发明涉及2,7-取代-9-取代芴和9-取代芴寡聚物和聚合物。这些芴，寡聚物和聚合物在9位取代有两个烃基官能团，该官能团可以选用一个或多个硫、氮、氧、磷或硅杂原子中的一个或多个; 由芴环上的9碳形成的C5-20环结构或由含有一个或多个硫、氮或氧杂原子的9碳形成的C4-20环结构; 或一个烃基亚甲基官能团。在一种实施例中，芴在2-位和7-位上取代芳基官能团，该芳基官能团还可以取代具有交联或链延伸能力的官能团或三烷氧基官能团。芴聚合物和寡聚物可以在2-位和7'-位上取代。芴寡聚物和聚合物的单体单元在2-位和7'-位上相互结合。2,7'-芳基-9-取代芴寡聚物和聚合物可以通过使具有交联或链延伸能力的末端2,7'-芳基官能团上的可选官能团发生链延伸或交联作用而进一步彼此反应形成更高的分子量聚合物。此外还公开了制备所述化合物的方法。
• Fluorene-containing polymers and compounds useful in the preparation thereof
  申请人：——

  公开号：US20030208032A1

  公开（公告）日：2003-11-06

  A polymer comprising repeat units of the formula: 1 wherein R 1 is independently in each occurrence C 1-20 hydrocarbyl or C1-20 hydrocarbyl containing one or more heteroatoms of S, N, O, P or Si or both R 1 may form, with the 9-carbon of the fluorene ring, a C 5-20 ring structure containing one or more heteroatoms of S, N, or O; R 2 is independently in each occurrence C 1-20 hydrocarbyl, C 1-20 hydrocarbyloxy, C 1-20 thioether, C 1-20 hydrocarbyloxycarbonyl, hydrocarbylcarbonyloxy, or cyano; a is independently in each occurrence a number from about 0 to about 1; m is a number from about 1 to about 2; and n is a number from about 3 or greater.

  一种聚合物，包含如下公式的重复单元：1其中R1在每个出现的位置上独立地为C1-20烃基或含有S、N、O、P或Si等一种或多种杂原子的C1-20烃基，或者R1可以与芴环的第9个碳原子形成一个含有S、N或O等一种或多种杂原子的C5-20环结构；R2在每个出现的位置上独立地为C1-20烃基、C1-20烃基氧、C1-20硫醚、C1-20烃基氧羰基、烃基羰基氧或氰基；a在每个出现的位置上独立地为约0到约1之间的数字；m为约1到约2之间的数字；n为约3或更大的数字。