1,2-bis(2-methoxy-4-methyl-5-phenyl-3-thienyl)perfluorocyclopentene | 852832-71-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-bis(2-methoxy-4-methyl-5-phenyl-3-thienyl)perfluorocyclopentene
• 英文别名: 4,4'-(perfluorocyclopent-1-ene-1,2-diyl)bis(5-methoxy-3-methyl-2-phenylthiophene)；3,3'-(Hexafluorocyclopentene-1,2-diyl)bis(2-methoxy-4-methyl-5-phenylthiophene)；3-[3,3,4,4,5,5-hexafluoro-2-(2-methoxy-4-methyl-5-phenylthiophen-3-yl)cyclopenten-1-yl]-2-methoxy-4-methyl-5-phenylthiophene
• CAS: 852832-71-4
• 化学式: C₂₉H₂₂F₆O₂S₂
• 分子量: 580.615
• InChiKey: KNEIYTANEKRHFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  39
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,2-bis(2-methoxy-4-methyl-5-phenyl-3-thienyl)perfluorocyclopentene 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and characterization of non-symmetrical photoswitchable DTE(OMe) sensitizers

  摘要：

  DTE-BODIPY 2 and BTD-DTE 3 were designed for reversible light modulation of electron- and energy-transfer processes on TiO2, and showed almost complete ring closure. In BTD-DTE 3 the BTD is an acceptor group in the open form (OF), and an energy donor group in the closed form (CF), but this property is depending on the solvent. Quantum yields for ring closure decreased (BTD-DTE 3: factor 5; DTE-BODIPY 2: factor 12) compared to DTE 1, because of it-system elongation in OFs, and also cycloreversion quantum yields became smaller (BTD-DTE 3: factor 1.4; DTE-BODIPY 2: factor 2.2). (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2018.05.042
• 作为产物：
  描述：

  2-methoxy-4-methylthiophene 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 作用下， 以 四氢呋喃 、 四氯化碳 、 正己烷 为溶剂， 反应 11.0h， 生成 1,2-bis(2-methoxy-4-methyl-5-phenyl-3-thienyl)perfluorocyclopentene
  参考文献：
  名称：

  Synthesis and characterization of non-symmetrical photoswitchable DTE(OMe) sensitizers

  摘要：

  DTE-BODIPY 2 and BTD-DTE 3 were designed for reversible light modulation of electron- and energy-transfer processes on TiO2, and showed almost complete ring closure. In BTD-DTE 3 the BTD is an acceptor group in the open form (OF), and an energy donor group in the closed form (CF), but this property is depending on the solvent. Quantum yields for ring closure decreased (BTD-DTE 3: factor 5; DTE-BODIPY 2: factor 12) compared to DTE 1, because of it-system elongation in OFs, and also cycloreversion quantum yields became smaller (BTD-DTE 3: factor 1.4; DTE-BODIPY 2: factor 2.2). (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2018.05.042

文献信息

• 1,3-Bicyclo[1.1.1]pentanediyl: The Shortest Rigid Linear Connector of Phenylated Photochromic Units and a 1,5-Dimethoxy-9,10-di(phenylethynyl)anthracene Fluorophore
  作者：Armin de Meijere、Ligang Zhao、Vladimir N. Belov、Mariano Bossi、Matthias Noltemeyer、Stefan W. Hell

  DOI：10.1002/chem.200601316

  日期：2007.3.16

  3-(4-iodophenyl)bicyclo[1.1.1]pentane, prepared in 63 % yield by iodination of 1,3-diphenylbicyclo[1.1.1]pentane, was selectively mono-coupled with 9-ethynyl-1,5-dimethoxy-10-phenylethynylanthracene (26), and subsequently with the zinc derivatives of 1-(2-methyl/methoxy-4-methyl-5-phenylthiophen-3-yl)-2-(2-methyl/methoxy-4-methylt hiophen-3-yl)perfluorocyclopentenes (38-H-41-H). Regioselective synthesis of the

  将过量的1,3-二苯基双环[1.1.1]戊烷碘化，以63％的收率制得的双1,3-（4-碘苯基）双环[1.1.1]戊烷与9-乙炔基-1,5-二甲氧基-10-苯基乙炔基蒽（26），随后带有1-（2-甲基/甲氧基-4-甲基-5-苯基噻吩-3-基）-2-（2-甲基）的锌衍生物/甲氧基-4-甲基噻吩-3-基）全氟环戊烯（38-H-41-H）。区域选择性合成2-未取代的噻吩38-H-41-H需要中间体制备2-三甲基甲硅烷基-3,5-二甲基-4-溴噻吩（37）或2-三甲基甲硅烷基-5-甲氧基-3-甲基-4-溴噻吩（40）。用2-三甲基甲硅烷基保护噻吩环的α-位可阻止4-硫代衍生物重排成相应的2-锂化的噻吩。与双环[1.1。1]戊烷片段连接光致变色单元1-3和1,5-二甲氧基-9,10-二（苯基乙炔基）蒽作为荧光部分，荧光团（供体）的激发态与封闭形式之间的定量共振能量转移观察到了光致变色单元1-3（受体）
• Conformational Control of Photochromic Reactivity in a Diarylethene Single Crystal
  作者：Seiya Kobatake、Yoshimichi Matsumoto、Masahiro Irie

  DOI：10.1002/anie.200462426

  日期：2005.3.29
• Synthesis and characterization of non-symmetrical photoswitchable DTE(OMe) sensitizers
  作者：Nandor Ziebart、Pierre Schroeer、Karola Rueck-Braun

  DOI：10.1016/j.tet.2018.05.042

  日期：2018.9

  DTE-BODIPY 2 and BTD-DTE 3 were designed for reversible light modulation of electron- and energy-transfer processes on TiO2, and showed almost complete ring closure. In BTD-DTE 3 the BTD is an acceptor group in the open form (OF), and an energy donor group in the closed form (CF), but this property is depending on the solvent. Quantum yields for ring closure decreased (BTD-DTE 3: factor 5; DTE-BODIPY 2: factor 12) compared to DTE 1, because of it-system elongation in OFs, and also cycloreversion quantum yields became smaller (BTD-DTE 3: factor 1.4; DTE-BODIPY 2: factor 2.2). (C) 2018 Elsevier Ltd. All rights reserved.