9-(2-pyridyl)-9H-fluorene | 2603-16-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-(2-pyridyl)-9H-fluorene
• 英文别名: 2-(9H-fluoren-9-yl)pyridine；2-fluoren-9-yl-pyridine；2-Fluoren-9-yl-pyridin
• CAS: 2603-16-9
• 化学式: C₁₈H₁₃N
• 分子量: 243.308
• InChiKey: ZETWDBBHSMFVQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-(2-pyridyl)-9H-fluorene 在 potassium tert-butylate 、 二甲基亚砜 作用下， 反应 1.0h， 以80%的产率得到9-(pyridin-2-yl)-9H-fluoren-9-ol
  参考文献：
  名称：

  Transition-Metal Free Chemoselective Hydroxylation and Hydroxylation–Deuteration of Heterobenzylic Methylenes

  摘要：

  We developed an approach for direct selective hydroxylation of heterobenzylic methylenes to secondary alcohols avoiding overoxidation to ketones by using a KOBu-t/DMSO/air system. Most reactions could reach completion in several minutes to give hydroxylated products in 41-76% yields. Using DMSO-d6, this protocol resulted in difunctionalization of heterobenzylic methylenes to afford α-deuterated secondary alcohols (>93% incorporation). By employing this method, active pharmaceutical ingredients carbinoxamine and doxylamine were synthesized in two steps in moderate yields.

  DOI：

  10.1021/acs.orglett.0c03108
• 作为产物：
  描述：

  9-(pyridin-2-yl)-9H-fluoren-9-ol 在 氢碘酸 作用下， 生成 9-(2-pyridyl)-9H-fluorene
  参考文献：
  名称：

  Using pencil and paper, Internet and touch-tone phones for self-administered surveys: does methodology matter?

  摘要：

  To compare responses to personally sensitive questions, 352 undergraduates were randomly assigned to respond anonymously to a survey using one of three survey methods: pencil and paper mail-in, Internet survey, or an automated touch-tone telephone response system. The survey contained 68 brief Yes/No questions ranging from low to high sensitivity in 13 domains, such as general honesty, academic honesty, prejudice, illegal behavior, alcohol use, substance use, violence, and sexual behavior. We found no significant differences (p > 0.05) in participants' responses among these three media for-any of-the questions. This suggests that for some populations, under some circumstances, Internet and touch-tone telephone systems achieve the same results as traditional pencil and paper surveys. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0747-5632(02)00008-0

文献信息

• Direct C–H bond arylation of fluorenes with aryl chlorides catalyzed by N-heterocyclic carbene–palladium(<scp>ii</scp>)–1-methylimidazole complex and further transformation of the products in a one-pot procedure
  作者：Ya-Yun Ji、Li-Li Lu、Yu-Chun Shi、Li-Xiong Shao

  DOI：10.1039/c4ob01594k

  日期：——

  We report here the NHC–Pd(II)–Im complex 1-catalyzed direct C–H bond functionalization of the C9 position of fluorenes with aryl chlorides and further transformation of the resulting products in a one-pot procedure. Under the optimal conditions, arylated fluorenes can be obtained in moderate to almost quantitative yields using various activated and unactivated (hetero)aryl chlorides as the arylating reagents. Furthermore, if the mixture from the arylation reaction is exposed to air, the C9-oxidized products can be obtained in acceptable to good yields in a one-pot procedure. In addition, alkyl groups can also be efficiently introduced to the above mixture from the arylation reaction, producing further C9-alkylated products in good to almost quantitative yields in a one-pot procedure, thus providing an expedient, inexpensive and practical strategy for the mono- and di-functionalization of fluorenes.

  我们在这里报道了NHC–Pd(II)–Im配合物1催化下，通过一步法直接对芴类化合物C9位进行C–H键官能团化，使用芳基氯化物作为芳基化试剂，并进一步转化所得产物。在最佳条件下，可以通过使用各种活化和未活化的（杂）芳基氯化物作为芳基化试剂，以中等至几乎定量的产率获得芳基化芴类化合物。此外，如果将来自芳基化反应的混合物暴露于空气中，可以在一步法中以可接受的至良好产率获得C9氧化产物。此外，还可以有效地将烷基引入上述来自芳基化反应的混合物中，通过一步法以良好至几乎定量的产率产生进一步的C9烷基化产物，从而为芴类化合物的单功能化和二功能化提供了一种便捷、经济且实用的策略。
• [EN] SPIRO-CONTAINING PLATINUM (II) EMITTERS WITH TUNABLE EMISSION ENERGIES AND SYNTHESES THEREOF<br/>[FR] ÉMETTEURS DE PLATINE (II) À BASE DE SPIRO AYANT DES ÉNERGIES D'ÉMISSION RÉGLABLES ET SYNTHÈSES DE CEUX-CI
  申请人：UNIV HONG KONG

  公开号：WO2019144845A1

  公开（公告）日：2019-08-01

  An asymmetric tetradentate metal complex of a N^C^C^N comprising tetradentate ligand has a metal connected to binding sites which are connected to each other via three or four covalent bonds that can be either single or double bonds with bridging linkers reside between C^C and C^N moieties. These linkers result in three-dimension metal complexes with distorted square planar geometries. The four donor atoms coordinate to a metal center. Upon metal binding a 5-6-6 membered metallocycle is formed upon chelation including a first nitrogen donor bond, a first metal-carbon bond, a second metal-carbon bond, and a second nitrogen donor bond. The light emission from these metal complexes can be tuned by the ligand structure over the entire visible spectrum.

  一种N^C^C^N的不对称四齿金属配合物，包括四齿配体的金属与通过三或四个共价键连接在一起的结合位点相连，这些共价键可以是单键或双键，连接在C^C和C^N部分之间的桥接连接物。这些连接物导致失真的四方平面几何形态的三维金属配合物。四个给体原子配位到金属中心。在金属配位后，通过螯合形成一个5-6-6的环状结构，其中包括第一个氮给体键、第一个金属-碳键、第二个金属-碳键和第二个氮给体键。这些金属配合物的发光可以通过配体结构在整个可见光谱范围内进行调节。
• Über Alkylenimin-Derivate. II Mitteilung. Piperidin-Derivate mit zentralerregender Wirkung I
  作者：E. Sury、K. Hoffmann

  DOI：10.1002/hlca.19540370725

  日期：——

  A series of new piperidine derivatives substituted in the 2-position has been prepared and tested pharmacologically. Most of these compounds have central stimulating effects, above all the 2-diphenylmethyl-piperidine hydrochloride.

  已经制备并在药理学上测试了一系列在2-位取代的新哌啶衍生物。这些化合物大多数具有中心刺激作用，尤其是2-二苯基甲基-哌啶盐酸盐。
• HETEROLEPTIC IRIDIUM COMPLEX
  申请人：XIA Chuanjun

  公开号：US20100244004A1

  公开（公告）日：2010-09-30

  Novel compounds comprising heteroleptic iridium complexes are provided. The compounds have a particular combination of ligands which includes a single pyridyl dibenzo-substituted ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants, to provide devices having improved efficiency, lifetime, and manufacturing.

  提供了包含杂环配位铱配合物的新化合物。这些化合物具有特定的配体组合，其中包括一种单独的吡啶基双苯基取代配体。这些化合物可以用于有机发光器件，特别是作为发光掺杂剂，以提供具有改善效率、寿命和制造工艺的器件。
• Rare-Earth-Metal-Hydrocarbyl Complexes Bearing Linked Cyclopentadienyl or Fluorenyl Ligands: Synthesis, Catalyzed Styrene Polymerization, and Structure-Reactivity Relationship
  作者：Zhongbao Jian、Dongmei Cui、Zhaomin Hou

  DOI：10.1002/chem.201102682

  日期：2012.2.27

  group. The lutetium bis(allyl) complex [(C5Me4‐C6H4‐o‐NMe2)Lu(η3‐C3H5)2] (2 b), which contained an electron‐donating aminophenyl‐Cp ligand, was isolated from the sequential metathesis reactions of LuCl3 with (C5Me4‐C6H4‐o‐NMe2)Li (1 equiv) and C3H5MgCl (2 equiv). Following a similar procedure, the yttrium‐ and scandium–bis(allyl) complexes, [(C5Me4‐C5H4N)Ln(η3‐C3H5)2] (Ln=Y (3 a), Sc (3 b)), which

  轻松合成了一系列带有N型官能化环戊二烯基（Cp）和芴基（Flu）配体的稀土金属-烃基配合物。的治疗[Y（CH 2森达3）3（THF）2 ]与等摩尔量的给电子氨基苯基- Cp配Ç 5我4 H-C 6 H ^ 4 - ö -NMe 2，得到相应的双核单烷基络合物[ （C 5我4 -C 6 H ^ 4 - ö -NMe（μ-CH 2）} ÝCH 2森达3 }）2 ]（1 a）通过NMe 2基团的烷基提取和CH活化。镥双（烯丙基）配合物[（C 5我4 -C 6 H ^ 4 - ö -NMe 2）路（η 3 -C 3 H ^ 5）2 ]（图2b），其中载给电子氨基苯基的Cp配体是从LuCl 3与（C 5 Me 4‐ C 6 H 4 ‐ o‐ NMe 2Li（1当量）和C 3 H 5 MgCl（2当量）。按照类似的程序，所述钇和钪双（烯丙基）配合物，[（C 5我4 -C 5 ħ 4 N）LN（η