diethyl 3,3'-(phenylmethylene)bis(4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate) | 1379655-20-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: diethyl 3,3'-(phenylmethylene)bis(4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate)
• 英文别名: ethyl 3-[(3-ethoxycarbonyl-4,5,6,7-tetrahydro-2H-isoindol-1-yl)-phenylmethyl]-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate
• CAS: 1379655-20-5
• 化学式: C₂₉H₃₄N₂O₄
• 分子量: 474.6
• InChiKey: XVSANLIENFNKFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  84.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl 3,3'-(phenylmethylene)bis(4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate) 在 三氟化硼乙醚 、 silica gel 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 ethyl 3-benzoyl-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate
  参考文献：
  名称：

  Diethyl (biscyclohexano)BODIPY dicarboxylates. Chelation of alkaline-earth metal ions and sensor properties

  摘要：

  meso-Aryl-substituted (biscyclohexano)bis(ethoxycarbonyl)BODIPY [aryl = phenyl, 3,4-dimethoxyphenyl, and 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl-(m-{benzo-15-crown-5}-yl)] were synthesized. The effect of alkaline-earth metals on the absorption and fluorescence spectra of these compounds was investigated. In all compounds along with the mechanism of the photoinduced electron transfer (PET), well-known for the crown-containing BODIPY-based sensors, one more response pattern is observed. The large excess of Ca2+ and Ba2+ ions in the system leads to the changes both in the UV-Vis and emission spectra. The complex formation results in the decrease of emission intensity and in its red shift. Besides, a new longwave absorption band appears in the UV-Vis spectrum of the BODIPY-metal ion complex. The formation constants of the complexes corresponding to this response pattern is about 100 times less than the formation constant of Ca2+-crown ether complex. H-1, C-13, B-11, and F-19 NMR spectra, the results of quantum-chemical calculations, and their comparison with the literature data of X-ray diffraction study suggest that the binding of Ca2+ and Ba2+ ions occurs in the cavity formed by the fluorine atoms and the carbonyl oxygen atoms of the ester groups.

  DOI：

  10.1134/s1070428014020158
• 作为产物：
  描述：

  4,5,6,7-四氢异吲哚-1-羧酸乙酯 、 苯甲醛 在 四丁基碘化铵 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以95%的产率得到diethyl 3,3'-(phenylmethylene)bis(4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate)
  参考文献：
  名称：

  Synthesis and spectroscopic properties of β,β′-dibenzo-3,5,8-triaryl-BODIPYs

  摘要：

  一系列对称和非对称的β,β'-二苯基-3,5,8-三芳基-BODIPYs被合成，并对它们的光谱特性进行了评估和比较。

  DOI：

  10.1039/c5nj03324a

文献信息

• [EN] BORON-CONTAINING CYCLIC EMISSIVE COMPOUNDS AND COLOR CONVERSION FILM CONTAINING THE SAME<br/>[FR] COMPOSÉS ÉMISSIFS CYCLIQUES CONTENANT DU BORE ET FILM DE COLORISATION CONTENANT CEUX-CI
  申请人：NITTO DENKO CORP

  公开号：WO2020210761A1

  公开（公告）日：2020-10-15

  The present disclosure relates to novel photoluminescent complexes comprising a BODIPY moiety covalently bonded to a blue light absorbing moiety, a color conversion film comprising the photoluminescent complex, and a back-light unit using the same.

  本公开涉及新型的光致发光配合物，该配合物包括与蓝色光吸收基团共价键结合的BODIPY部分，包含该光致发光配合物的色转换膜，以及使用该配合物的背光单元。
• Synthesis, Computational Modeling, and Properties of Benzo-Appended BODIPYs
  作者：Timsy Uppal、Xiaoke Hu、Frank R. Fronczek、Stephanie Maschek、Petia Bobadova-Parvanova、M. Graça H. Vicente

  DOI：10.1002/chem.201103002

  日期：2012.3.26

  and dibenzo‐appended BODIPY dyes were synthesized from a common tetrahydroisoindole precursor following two different synthetic routes. Route A involved the assembly of the BODIPY core prior to aromatization, while in Route B the aromatization step was performed first. In general, Route A gave higher yields of the target dibenzo‐BODIPYs, due to the ease of aromatization of the BODIPYs compared with

  遵循两种不同的合成路线，从一种常见的四氢异吲哚前体合成了一系列新型的官能化的单和二苯并苯并并附上的BODIPY染料。路线A涉及在芳构化之前组装BODIPY核芯，而在路线B中，首先进行芳构化步骤。通常，由于BODIPYs的芳构化要比相应的二吡咯烷酮容易，路线A给出了较高的目标二苯并-BODIPYs产量，这可能是由于它们在氧化条件下具有更高的稳定性（2,3-dichloro-5,6 -二氰基-1,4-苯醌在回流的甲苯中）。但是，由于带有介孔C 6 F 5基团的高度缺电子的BODIPY 3 c的缓慢氧化，因此二苯并-BODIPY 4 c仅通过路线B从二吡咯甲烷中获得了35％的总量。在6-31G（d，p）水平上进行的计算计算与实验结果相符，显示出两种路线中所有反应中间体的相似相对能量。另外，BODIPY 3 c具有最高的分子静电势（MEPN），证实了其高电子缺乏性和随之而来的抗氧化性。对八个BOD
• Biscyclohexane-Annulated Diethyl Dipyrrindicarboxylates: Observation of a Dipyrrin Form with Absent Visible Absorption
  作者：Ksenia Tikhomirova、Alexander Anisimov、Andrey Khoroshutin

  DOI：10.1002/ejoc.201101729

  日期：2012.4

  8-biscyclohexano-fused diethyl 5-aryldipyrrin-1,9-dicarboxylates have been synthesized [aryl = phenyl, 3,4-dimethoxyphenyl and 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine-15-yl (m-benzo-15-crown-5)]. The obtained compounds were shown to exist in two equilibrium forms in solution, with one exhibiting a visible absorption band (λabs 468–485 nm), and the other, “vis-silent” form, having no

  已经合成了一系列 2,3;7,8-双环己基稠合二乙基 5-芳基二吡喃-1,9-二羧酸酯 [芳基 = 苯基, 3,4-二甲氧基苯基和 2,3,5,6,8,9, 11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine-15-yl (m-benzo-15-crown-5)]。所得化合物在溶液中以两种平衡形式存在，一种具有可见吸收带（λabs 468-485 nm），另一种是“可见-无声”形式，在可见光区没有吸收带。“可见-沉默”形式已被分离出来并通过核磁共振分析表征，包括二维技术。还进行了量子化学计算，产生了两个主要构象，氮原子的近距和远距排列。在后一种构象中，发现吡咯-吡咯片段几乎是正交的，没有长的共轭链。计算结果证实了光谱结果。两种不同的形式也被表征为它们的 Mg2+ 络合物，并通过 UV/Vis 和 NMR 光谱分析进行研究，并注意到明显的差异。
• BORON-CONTAINING CYCLIC EMISSIVE COMPOUNDS AND COLOR CONVERSION FILM CONTAINING THE SAME
  申请人：NITTO DENKO CORPORATION

  公开号：US20220216411A1

  公开（公告）日：2022-07-07

  The present disclosure relates to novel photoluminescent complexes comprising a BODIPY moiety covalently bonded to a blue light absorbing moiety, a color conversion film comprising the photoluminescent complex, and a back-light unit using the same.
• Synthesis and spectroscopic properties of β,β′-dibenzo-3,5,8-triaryl-BODIPYs
  作者：Qianli Meng、Frank R. Fronczek、M. Graça H. Vicente

  DOI：10.1039/c5nj03324a

  日期：——

  A series of symmetric and unsymmetric β,β′-dibenzo-3,5,8-triaryl-BODIPYs were synthesized and their spectroscopic properties were evaluated and compared.

  一系列对称和非对称的β,β'-二苯基-3,5,8-三芳基-BODIPYs被合成，并对它们的光谱特性进行了评估和比较。