9-phenyl-9-arsafluorene | 6633-49-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 金属杂环化合物
• 英文名称: 9-phenyl-9-arsafluorene
• 英文别名: 9-phenylarsafluorene；5H-Dibenzarsole, 5-phenyl-；5-phenylbenzo[b]arsindole
• CAS: 6633-49-4
• 化学式: C₁₈H₁₃As
• 分子量: 304.223
• InChiKey: LMOSVIMZPPKUDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.18
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 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-phenyl-9-arsafluorene 生成 17-phenyl-17H-tetrabenzo[b,d,f,h]arsonine
  参考文献：
  名称：

  Wittig,G.; Hellwinkel,D., Chemische Berichte, 1964, vol. 97, p. 769 - 788

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2'-双溴双苯 、 hexaphenylcyclohexaarsane 在 正丁基锂 、 碘 作用下， 以 乙醚 为溶剂， 反应 3.5h， 以89%的产率得到9-phenyl-9-arsafluorene
  参考文献：
  名称：

  In-situ Iodination of Organoarsenic Homocycles: Facile Synthesis of 9-Arsafluorene

  摘要：

  我们开发了一种原位碘化有机砷同环化合物的简便且通用的As–C键形成方法。通过1H核磁共振（NMR）分析确认了从有机砷同环化合物和碘原位定量生成的二碘化砷。通过这种方法制备了9-苯基-9-砷杂芴和9-甲基-9-砷杂芴，并研究了它们的光学性质。

  DOI：

  10.1246/cl.150657

文献信息

• In-situ Iodination of Organoarsenic Homocycles: Facile Synthesis of 9-Arsafluorene
  作者：Takuji Kato、Susumu Tanaka、Kensuke Naka

  DOI：10.1246/cl.150657

  日期：2015.11.5

  We developed an in-situ iodination of organoarsenic homocycles for facile and general As–C bond formation. Quantitative in-situ generations of arsenic diiodides from organoarsenic homocycles and iodine were confirmed by 1H NMR analysis. 9-Phenyl- and 9-methyl-9-arsafluorenes were prepared by this method and their optical properties were studied.

  我们开发了一种原位碘化有机砷同环化合物的简便且通用的As–C键形成方法。通过1H核磁共振（NMR）分析确认了从有机砷同环化合物和碘原位定量生成的二碘化砷。通过这种方法制备了9-苯基-9-砷杂芴和9-甲基-9-砷杂芴，并研究了它们的光学性质。
• A Practical Screening Strategy of Arsenic Ligands for a Transition-metal-catalyzed Reaction
  作者：Hiroaki Imoto、Chieko Yamazawa、Susumu Tanaka、Takuji Kato、Kensuke Naka

  DOI：10.1246/cl.170163

  日期：2017.6.5

  Organoarsenic ligands were synthesized via a safe and easy procedure, superior to the conventional synthetic methodologies. Diiodophenylarsine was prepared in situ, and was readily converted to diarylphenylarsines. Pd-catalyzed Mizoroki–Heck reaction was investigated using the obtained arsenic ligands. It was found that bulky and electron-donating ligands were effective for the reaction, meaning that the success in the screening of arsenic ligand structures was based on the present facile strategy.

  通过一种安全且简便的程序合成了有机砷配体，该方法优于传统的合成方法。二碘苯砷是在位制备的，并且可以轻松转化为二芳基苯砷。使用所得到的有机砷配体研究了钯催化的Mizoroki–Heck反应。研究发现，体积大且具有电子供体性质的配体对反应有效，这意味着通过对现有简易策略的筛选，成功地选择了砷配体的结构。
• Rich Coordination Chemistry of π-Acceptor Dibenzoarsole Ligands
  作者：Arvind Kumar Gupta、Sunisa Akkarasamiyo、Andreas Orthaber

  DOI：10.1021/acs.inorgchem.7b00100

  日期：2017.4.17

  have been prepared, and their coordination chemistry has been investigated. The different ligand topology and the arsenic substituents govern the reactivity of the ligands. We report various crystal structures of palladium and platinum complexes derived from this family of ligands. The biphenyl backbone of the bridged bidentate ligands allows very flexible coordination. We have also studied the application

  已经制备了一系列的二苯并arsole（也称为9-arsafluorene）衍生物，并且已经研究了它们的配位化学。不同的配体拓扑结构和砷取代基控制着配体的反应性。我们报道了衍生自该配体家族的钯和铂配合物的各种晶体结构。桥接的二齿配体的联苯骨架允许非常灵活的配位。我们还研究了烯丙基Pd配合物在亲核取代反应中的应用，揭示了苯甲芳基取代基易受金属插入的影响。
• Multi-Mode Switchable Luminescence of Tetranuclear Cubic Copper(I) Iodide Complexes with Tertiary Arsine Ligands
  作者：Ryosuke Kobayashi、Ryoto Inaba、Hiroaki Imoto、Kensuke Naka

  DOI：10.1246/bcsj.20210005

  日期：2021.4.15

  Tetranuclear cubic copper(I) iodide (CuI) complexes were synthesized by utilizing tertiary arsine ligands such as triphenylarsine, tri(p-tolyl)arsine, 9-phenyl-9-arsafluorene, and 1-phenylarsolane; except for triphenylarsine, these ligands were prepared by the practical methods that we previously developed. The obtained complexes exhibited intense emission in the crystalline states even at room temperature

  四核立方碘化铜（I）配合物是利用叔a配体如三苯基ar，三（对甲苯基）ar，9-苯基-9-sa芴和1-苯基ar烷合成的。除了三苯基ar，这些配体是通过我们先前开发的实用方法制备的。即使在室温下，所获得的络合物在晶态下也表现出强烈的发射。机械发光，温度和激发波长极大地改变了它们的发射颜色。这些配合物是具有砷配体的立方Cu 4 I 4配合物的第一个实例，砷配体表现出刺激响应性和激发波长依赖性发光。
• Tetrachlorocatecholates of triarylarsines as a novel class of Lewis acids
  作者：Akane Chishiro、Ippei Akioka、Akifumi Sumida、Kouki Oka、Norimitsu Tohnai、Takashi Yumura、Hiroaki Imoto、Kensuke Naka

  DOI：10.1039/d2dt02145e

  日期：——

  Tetrachlorocatecholates of triarylarsines have been synthesized as a novel class of pnictogen-mediated Lewis acids. Their Lewis acidities and electronic properties were studied in comparison with the phosphorus and antimony analogues.

  我们合成了三芳基胂的四氯邻苯二酚，这是一类新型的以锑为介质的路易斯酸。通过与磷和锑类似物的比较，研究了它们的路易斯酸性和电子特性。