2-(4-(2-(5-(tert-butyl)-2-chloro-3-(2-(4-cyano-5-(dicyanomethylene)-2,2-dimethyl-2,5-dihydrofuran-3-yl)vinyl)cyclohex-2-en-1-ylidene)ethylidene)-3-cyano-5,5-dimethyl-4,5-dihydrofuran-2-yl)malononitrile sodium salt | 1192886-49-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(4-(2-(5-(tert-butyl)-2-chloro-3-(2-(4-cyano-5-(dicyanomethylene)-2,2-dimethyl-2,5-dihydrofuran-3-yl)vinyl)cyclohex-2-en-1-ylidene)ethylidene)-3-cyano-5,5-dimethyl-4,5-dihydrofuran-2-yl)malononitrile sodium salt
• CAS: 1192886-49-9
• 化学式: C₃₄H₃₀ClN₆O₂*Na
• 分子量: 613.094
• InChiKey: UOSHDLSPOGKSSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  44.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  161.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-(4-(2-(5-(tert-butyl)-2-chloro-3-(2-(4-cyano-5-(dicyanomethylene)-2,2-dimethyl-2,5-dihydrofuran-3-yl)vinyl)cyclohex-2-en-1-ylidene)ethylidene)-3-cyano-5,5-dimethyl-4,5-dihydrofuran-2-yl)malononitrile sodium salt 、 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以84.4%的产率得到
  参考文献：
  名称：

  Supramolecular Assembly of Complementary Cyanine Salt J-Aggregates

  摘要：

  An understanding of structure property relationships in cyanine dyes is critical for their design and application. Anionic and cationic cyanines can be organized into complementary cyanine salts, offering potential building blocks to modulate their intra/ intermolecular interactions in the solid state. Here, we demonstrate how the structures of these complementary salts can be tuned to achieve highly ordered J-type supramolecular aggregate structures of heptamethine dyes in crystalline solids.

  DOI：

  10.1021/jacs.5b08072
• 作为产物：
  描述：

  、 2-(3-氰基-4,5,5-三甲基呋喃-2(5H)-亚甲基)丙二腈 在 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 2-(4-(2-(5-(tert-butyl)-2-chloro-3-(2-(4-cyano-5-(dicyanomethylene)-2,2-dimethyl-2,5-dihydrofuran-3-yl)vinyl)cyclohex-2-en-1-ylidene)ethylidene)-3-cyano-5,5-dimethyl-4,5-dihydrofuran-2-yl)malononitrile sodium salt
  参考文献：
  名称：

  Supramolecular Assembly of Complementary Cyanine Salt J-Aggregates

  摘要：

  An understanding of structure property relationships in cyanine dyes is critical for their design and application. Anionic and cationic cyanines can be organized into complementary cyanine salts, offering potential building blocks to modulate their intra/ intermolecular interactions in the solid state. Here, we demonstrate how the structures of these complementary salts can be tuned to achieve highly ordered J-type supramolecular aggregate structures of heptamethine dyes in crystalline solids.

  DOI：

  10.1021/jacs.5b08072

文献信息

• Facile Incorporation of Pd(PPh₃)₂Hal Substituents into Polymethines, Merocyanines, and Perylene Diimides as a Means of Suppressing Intermolecular Interactions
  作者：Iryna Davydenko、Stephen Barlow、Rajesh Sharma、Sepehr Benis、Janos Simon、Taylor G. Allen、Matthew W. Cooper、Victor Khrustalev、Evgheni V. Jucov、Raúl Castañeda、Carlos Ordonez、Zhong’an Li、San-Hui Chi、Sei-Hum Jang、Timothy C. Parker、Tatiana V. Timofeeva、Joseph W. Perry、Alex K.-Y. Jen、David J. Hagan、Eric W. Van Stryland、Seth R. Marder

  DOI：10.1021/jacs.6b06361

  日期：2016.8.17

  Compounds with polarizable pi systems that are susceptible to attack with nucleophiles at C-Hal (Hal = Cl, Br) bonds react with Pd(PPh3)(4) to yield net oxidative addition. X-ray structures show that the resulting Pd.(PPh3)(2)Hal groups greatly reduce intermolecular interactions. The Pd-functionalited dyes generally exhibit solution-like absorption spectra in films, whereas their Hal analogues exhibit features attributable to aggregation.
• A “Cyanine−Cyanine” Salt Exhibiting Photovoltaic Properties
  作者：Pierre-Antoine Bouit、Daniel Rauh、Stefan Neugebauer、Juan Luis Delgado、Emmanuel Di Piazza、Stéphane Rigaut、Olivier Maury、Chantal Andraud、Vladimir Dyakonov、Nazario Martin

  DOI：10.1021/ol901764t

  日期：2009.11.5

  Association between cationic and anionic heptamethine dyes led to the formation of a new organic salt (3) displaying exceptional light-harvesting properties in the NIR spectral range and having amphoteric redox character. Preliminary results of molecular bulk heterojunction solar cells based on the title compound 3 and [60]PCBM as the only active layer reveal this new dye as a promising light-harvesting material for photovoltaics.