1,1'-(2',7'-diethynylspiro[cyclopropane-1,9'-fluoren]-2-en-2,3-diyl)bis(ethan-1-one) | 1610806-41-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1,1'-(2',7'-diethynylspiro[cyclopropane-1,9'-fluoren]-2-en-2,3-diyl)bis(ethan-1-one)
• CAS: 1610806-41-1
• 化学式: C₂₃H₁₄O₂
• 分子量: 322.363
• InChiKey: QCJJDSURCSHUDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(4-甲基苯基)-3,4-二氢异喹啉 、 1,1'-(2',7'-diethynylspiro[cyclopropane-1,9'-fluoren]-2-en-2,3-diyl)bis(ethan-1-one) 以 乙醚 为溶剂， 反应 24.0h， 生成 9-(2,5-dioxo-4-(1-(p-tolyl)-3,4-dihydroisoquinolin-2-ium-2-yl)hex-3-en-3-yl)-2,7-diethynyl-9H-fluoren-9-ide
  参考文献：
  名称：

  Photochromism of tetrahydroindolizines. Part XIV: synthesis of cis-fixed conjugated photochromic pyridazinopyrrolo[1,2-b]isoquinolines incorporating carbon-rich linkers

  摘要：

  New carbon-rich photochromic tetrahydroindolizines (THIs) bearing dihydroisoquinoline derivatives as heterocyclic bases (region B) have been synthesized via different chemical and photochemical pathways. Three alternative pathways for the synthesis of the target photochromic THI-based pyridazinopyrrolo-[1,2-b]isoquinolines via in situ trapping with hydrazine hydrate have been established. In order to obtain high product yields, different Sonogashira-mediated coupling reactions have been optimized. Low temperature multichannel UV-vis and flash photolysis techniques were used to detect the photochromic and kinetic properties of the synthesized system. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.078
• 作为产物：
  描述：

  以 乙醚 为溶剂， 反应 3.0h， 以29%的产率得到1,1'-(2',7'-diethynylspiro[cyclopropane-1,9'-fluoren]-2-en-2,3-diyl)bis(ethan-1-one)
  参考文献：
  名称：

  Photochromism of tetrahydroindolizines. Part XIV: synthesis of cis-fixed conjugated photochromic pyridazinopyrrolo[1,2-b]isoquinolines incorporating carbon-rich linkers

  摘要：

  New carbon-rich photochromic tetrahydroindolizines (THIs) bearing dihydroisoquinoline derivatives as heterocyclic bases (region B) have been synthesized via different chemical and photochemical pathways. Three alternative pathways for the synthesis of the target photochromic THI-based pyridazinopyrrolo-[1,2-b]isoquinolines via in situ trapping with hydrazine hydrate have been established. In order to obtain high product yields, different Sonogashira-mediated coupling reactions have been optimized. Low temperature multichannel UV-vis and flash photolysis techniques were used to detect the photochromic and kinetic properties of the synthesized system. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.078

文献信息

• [EN] NOVEL PHOTOCHROMIC TETRAHYDROINDOLIZINES<br/>[FR] NOUVELLES TÉTRAHYDRO-INDOLIZINES PHOTOCHROMIQUES
  申请人：UNIV UMM AL QURA

  公开号：WO2016067069A1

  公开（公告）日：2016-05-06

  Photochromic tetrahydroindolizines (THIs) bearing dihydroisoquinoline derivatives as heterocyclic bases and central fluorene goups have been synthesized via different chemical and photochemical pathways. Three alternative pathways for the synthesis of the target photochromic THI-based pyridazinopyrrolo [1,2-b] isoquinolines via in situ trapping with hydrazine hydrate are also provided. High product yields are obtained using different Sonogashira-mediated coupling reactions provided herein. Low temperature multichannel UV-vis and flash photolysis techniques were used to detect the photochromic and kinetic properties of the synthesized system.

  具有二氢异喹啉衍生物作为杂环基和中心芴基团的光致变色四氢吲哚啉（THIs）已通过不同的化学和光化学途径合成。还提供了三种合成目标光致变色THI基吡啶并吡咯[1,2-b]异喹啉的选择性途径，其中包括与肼水合物的原位捕获。使用不同的Sonogashira催化偶联反应提供了高产率的产物收率。低温多通道UV-vis和闪光光解技术被用来检测合成系统的光致变色和动力学特性。