2-(3,3-bis(4-(dimethylamino)phenyl)allylidene)-1H-indene-1,3(2H)-dione | 124454-20-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3,3-bis(4-(dimethylamino)phenyl)allylidene)-1H-indene-1,3(2H)-dione
• 英文别名: 2-(3,3-Bis(4-(dimethylamino)phenyl)-2-propenylidene)-1H-indene-1,3(2H)-dione；2-[3,3-bis[4-(dimethylamino)phenyl]prop-2-enylidene]indene-1,3-dione
• CAS: 124454-20-2
• 化学式: C₂₈H₂₆N₂O₂
• 分子量: 422.527
• InChiKey: XFBORPHFBOAQMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,1-Bis-(4-dimethylaminophenyl)-propinol-(1) 、 1,3-茚满二酮 在 indium(III) chloride 作用下， 以 水 为溶剂， 反应 0.33h， 以90%的产率得到2-(3,3-bis(4-(dimethylamino)phenyl)allylidene)-1H-indene-1,3(2H)-dione
  参考文献：
  名称：

  通过MW辅助的InCl 3催化的炔丙醇与indan -1,3-dione的偶合，易于进入供体/受体丁二烯染料

  摘要：

  在这项贡献中，介绍了通过不同的1,1-二芳基-2-丙炔-1-醇与茚满-1,3-二酮偶联生成的一些供体-受体丁二烯染料的高产率制备和光学性质。该反应包括芳族炔醇的初始Meyer-Schuster重排以及随后使所得的烯类与β-二羰基化合物缩合，在催化量的廉价路易斯酸InCl的存在下，在MW辐射下于水中干净地进行反应。3。还包括对这些染料之一的单晶X射线衍射研究。

  DOI：

  10.1016/j.catcom.2014.07.028

文献信息

• Synthesis and Absorption Spectral Properties of New Merocyanine Dyes Derived from 1,1 Diaryl-2-propyn-1-ols
  作者：Shin’ichi Nakatsuji、Tomio Yahiro、Kenichiro Nakashima、Shuzo Akiyama、Hiroyuki Nakazumi

  DOI：10.1246/bcsj.64.1641

  日期：1991.5

  series of push-pull butadiene dyes (new merocyanine dyes) containing 3,6-bis(dimethylamino)fluorenylidene, thioxanthenylidene, or 10-(9-xanthenylidene)-9(10H)-anthrylidene chromophore was easily synthesized from the corresponding 1,1-diaryl-2-propyn-1-ol systems. Their absorption spectral properties were examined and the relationship between their light absorption properties and chemical structures is

  一系列含有 3,6-双（二甲氨基）芴、噻吨或 10-(9-xanthenylidene)-9(10H)-anthrylidene 生色团的推拉丁二烯染料（新型部花青染料）很容易从相应的 1、 1-二芳基-2-丙炔-1-醇系统。研究了它们的吸收光谱特性，并与 PPP-SCF-CI-MO 计算的结果进行了比较，讨论了它们的光吸收特性和化学结构之间的关系。研究了溶剂极性对染料 1⁄λmax(=波数)-值的影响，并将溶剂致变色性质与已知的溶剂极性参数如 ET30、Z、χR、πazo* 对 2-[2 -[3,6-双(二甲氨基)芴基]亚乙基]-1,3-茚二酮。
• NAKATSUJI, SHINICHI;YAHIRO, TOMIO;NAKASHIMA, KENICHIRO;AKIYAMA, SHUZO;NAK+, CHEM. EXPRESS., 4,(1989) N, C. 601-604
  作者：NAKATSUJI, SHINICHI、YAHIRO, TOMIO、NAKASHIMA, KENICHIRO、AKIYAMA, SHUZO、NAK+

  DOI：——

  日期：——
• New Push–Pull Dyes Derived from Michler’s Ketone For Polymerization Reactions Upon Visible Lights.
  作者：Mohamad-Ali Tehfe、Frédéric Dumur、Bernadette Graff、Fabrice Morlet-Savary、Jean-Pierre Fouassier、Didier Gigmes、Jacques Lalevée

  DOI：10.1021/ma400766z

  日期：2013.5.28

  Among other photoinitiating systems, aromatic ketone based compounds have been largely exploited as photoinitiators (PIs). However, none of these compounds efficiently absorb above 420 nm. The search of novel architectures of Pis for getting an important red shift of the absorption is crucial for the use of visible lights for polymer synthesis. Novel bifunctional dyes derived from the Michler's ketone structure are proposed here as photoinitiators for the free radical polymerization of acrylates and the cationic polymerization of epoxides upon exposure to 457, 473, and 532 nm laser diodes and even to a green LED bulb at 514 nm. Excellent polymerization profiles are obtained. These original dyes exhibit a push-pull molecular character for a remarkable covering of the visible lights. The formation of the radicals and the ions in the two- and three-component photoinitiating systems is described and the initiation steps are discussed.
• Easy entry to donor/acceptor butadiene dyes through a MW-assisted InCl3-catalyzed coupling of propargylic alcohols with indan-1,3-dione in water
  作者：Javier Francos、Javier Borge、Josefina Díez、Sergio E. García-Garrido、Victorio Cadierno

  DOI：10.1016/j.catcom.2014.07.028

  日期：2015.3

  In this contribution, the high-yield preparation and optical properties of some donor-acceptor butadiene dyes, generated by coupling of different 1,1-diaryl-2-propyn-1-ols with indan-1,3-dione, are presented. The reactions, which involve the initial Meyer–Schuster rearrangement of the aromatic alkynols and subsequent condensation of the resulting enals with the β-dicarbonyl compound, proceeded cleanly

  在这项贡献中，介绍了通过不同的1,1-二芳基-2-丙炔-1-醇与茚满-1,3-二酮偶联生成的一些供体-受体丁二烯染料的高产率制备和光学性质。该反应包括芳族炔醇的初始Meyer-Schuster重排以及随后使所得的烯类与β-二羰基化合物缩合，在催化量的廉价路易斯酸InCl的存在下，在MW辐射下于水中干净地进行反应。3。还包括对这些染料之一的单晶X射线衍射研究。