2,3-dicyano-1,4-diphenylnaphthalene | 37623-03-3

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 2,3-dicyano-1,4-diphenylnaphthalene
• 英文别名: 1,4-diphenylnaphthalene-2,3-dicarbonitrile；1,4-Diphenyl-2,3-dicyanonaphthalene
• CAS: 37623-03-3
• 化学式: C₂₄H₁₄N₂
• 分子量: 330.389
• InChiKey: NDAHDNYCFURVMU-UHFFFAOYSA-N

物化性质

• 沸点：
  569.9±50.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-dicyano-1,4-diphenylnaphthalene 、 zinc diacetate 、 1,2-二氰基苯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 戊醇 为溶剂， 反应 12.0h， 以6 mg的产率得到
  参考文献：
  名称：

  具有2,3-二氰基-1,4-二苯基萘前体的不对称锌（II）酞菁锌和锌（II）萘酞菁

  摘要：

  描述了不对称的锌（II）酞菁锌和锌（II）萘酞菁衍生物的合成，光物理和光化学性质。通过与1，3-二苯基异苯并呋喃和富马腈的Diels-Alder反应合成前体2，3-二氰基-1，4-二苯基萘。通过MALDI-TOF，FTIR，1 H NMR和UV-vis对大环化合物进行了表征。在他们的光谱学上，在溶液中研究了添加的芳族部分的影响，观察了紫外可见吸收，发射和激发光谱的红移。结构和电子性质表明，在激发和弛豫过程中的几何结构重组以及基态的偶极矩增加了溶液中单线态氧的生成。

  DOI：

  10.1016/j.dyepig.2019.107824
• 作为产物：
  描述：

  Tetrahydro-1,4-diphenyl-1,4-epoxy-naphthalene-2,3-dicarbonitrile 在 氩 、 Acetone cardice 、 lithium hexamethyldisilazane 、 氯化铵 、 乙醚 、 magnesium sulfate 作用下， 以 四氢呋喃 为溶剂， 反应 2.33h， 生成 2,3-dicyano-1,4-diphenylnaphthalene
  参考文献：
  名称：

  Hybrid phthalocyanine derivatives and their uses

  摘要：

  本发明涉及一种可用于竞争性和非竞争性免疫测定、核酸和测定的水溶性杂环酞菁衍生物，其具有（1）至少一个具有所需激发峰的供体亚基，以及（2）至少一个具有所需发射峰的受体亚基，其中所述衍生物能够在分子内从所述供体亚基向所述受体亚基进行能量传递。此类衍生物还可以包含电子转移亚基。轴向配体可以共价结合到水溶性杂环酞菁衍生物中所含的金属上。配体、配体类似物、多肽、蛋白质和核酸可以链接到染料的轴向配体上，形成染料共轭物，用于免疫测定和核酸测定。

  公开号：

  US07322927B2

文献信息

• Low Symmetrical Phthalocyanine Analogues Substituted with Three Crown Ether Voids and Their Cation-Induced Supermolecules
  作者：Nagao Kobayashi、Mika Togashi、Tetsuo Osa、Kazuyuki Ishii、Seigo Yamauchi、Hiroaki Hino

  DOI：10.1021/ja950929x

  日期：1996.1.1

  spectroscopy. These cofacial species have a highly specific C2v eclipsed configuration providing well-defined dimeric species for spectroscopic analysis. The ESR spectra of the cation-induced dimeric copper derivatives show axial symmetry and may be analyzed in terms of interplanar separation of 4.2 A. CuNAP alone forms a cofacial dimer even in the presence of Na+ or Cs+, and the estimated interplanar

  已经合成并表征了在 3,4 位（MtNIL、MtBZ、MtNAP）（Mt = Zn、Cu）具有三个 15-crown-5 醚空隙的不对称酞菁类似物。它们的二聚化是通过添加一些阳离子引起的，特别是 Rb2+ 和 K+。如吸收和发射光谱所示，在这些阳离子的存在下，共面二聚体的形成以两步三阶段过程进行。这些共面物质具有高度特异性的 C2v 重叠构型，为光谱分析提供了明确定义的二聚体物质。阳离子诱导的二聚体铜衍生物的 ESR 光谱显示轴对称，可以根据 4.2 A 的面间距进行分析。即使在存在 Na+ 或 Cs+ 的情况下，CuNAP 单独形成共面二聚体，估计的面间距为 4.1- 4. 2 A 不取决于阳离子的大小。锌二聚体的 1H NMR 谱与共面构型一致。C2v 型单体的磁圆二色性 (MCD) 光谱可以在...
• Mono-Aromatic Ring-Fused versus <i>Adjacently</i> Di-Aromatic Ring-Fused Tetraazaporphyrins:  Regioselective Synthesis and Their Spectroscopic and Electrochemical Properties
  作者：Nagao Kobayashi、Takamitsu Fukuda

  DOI：10.1021/ja012382u

  日期：2002.7.1

  A method which preferentially produces adjacently di-aromatic ring-substituted tetraazaporphyrins (TAPS) has been developed, and their electrochemical and spectroscopic properties have been studied and compared with those of the corresponding series of mono-aromatic ring-fused TAPS. Mono-aromatic ring-fused TAPS show a split Q-band, and the splitting energy increases with increasing size of the aromatic ring. In addition, for the split Q-bands, the relative intensity of the band at longer wavelength decreases with increasing molecular size of the fused aromatics, compared with the shorter wavelength band. In the di-aromatic ring-fused TAPS, this kind of splitting is not seen, and only a shift of the band is observed. The intensity and band position of the split or unsplit Q-bands are quantitatively evaluated by simultaneous band deconvolution analysis, using both electronic absorption and magnetic circular dichroism spectra. The preparation of these TAP compounds has made it possible to adjust the Q-band position in a stepwise manner between ca. 600 and 750 rim. The first reduction and oxidation potentials of the TAP ring shift negatively with increasing number and size of the fused aromatics. The extent of the shift is found to be very small for the LUMOs but significant for the HOMOs. These spectroscopic and electrochemical properties are almost perfectly reproduced by molecular orbital calculations within the framework of the Pariser-Parr-Pople approximation. In particular, a small variation of the LUMO level and large destabilization of the HOMO level on ring expansion are rationalized from the extent of stretch of molecular orbitals: i.e., since the LUMOs are localized in the central TAP moiety irrespective of the molecular size, while the HOMOs have appreciable coefficients even over the fused aromatics, the HOMO level destabilizes while the LUMO level remains constant with increasing molecular size. In one CoTAP derivative, Co-III/II and the first ligand oxidation couples occur experimentally at the same potential.
• Kobayashi, Nagao; Ashida, Tohru; Osa, Tetsuo, Inorganic Chemistry, 1994, vol. 33, # 9, p. 1735 - 1740
  作者：Kobayashi, Nagao、Ashida, Tohru、Osa, Tetsuo、Konami, Hideo

  DOI：——

  日期：——
• FLUORESCENCE ENERGY TRANSFER AND INTRAMOLECULAR ENERGY TRANSFER IN PARTICLES USING NOVEL COMPOUNDS
  申请人：BIOSITE DIAGNOSTICS INC.

  公开号：EP0670041A1

  公开（公告）日：1995-09-06
• EP0670041A4
  申请人：——

  公开号：EP0670041A4

  公开（公告）日：1997-11-05