(E)-N,N-dimethyl-4-(4,5-dimethyl-1,3-dithiol-2-ylidene)but-2-enylideniminium tetrafluoroborate | 1043872-30-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫醇
• 英文名称: (E)-N,N-dimethyl-4-(4,5-dimethyl-1,3-dithiol-2-ylidene)but-2-enylideniminium tetrafluoroborate
• 英文别名: [(E)-4-(4,5-dimethyl-1,3-dithiol-2-ylidene)but-2-enylidene]-dimethylazanium;tetrafluoroborate
• CAS: 1043872-30-5
• 化学式: BF₄*C₁₁H₁₆NS₂
• 分子量: 313.191
• InChiKey: XKQURVBLACVMDJ-IPZCTEOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  53.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (E)-N,N-dimethyl-4-(4,5-dimethyl-1,3-dithiol-2-ylidene)but-2-enylideniminium tetrafluoroborate 在 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 以79%的产率得到(E)-4-(4,5-dimethyl-1,3-dithiol-2-ylidene)but-2-enal
  参考文献：
  名称：

  Iminium Salts of ω-Dithiafulvenylpolyenals: An Easy Entry to the Corresponding Aldehydes and Doubly Proaromatic Nonlinear Optic-phores

  摘要：

  A short, high-yielding route to omega-dithiafulvenylpolyenals (1) via the corresponding iminium salts (2) and starting from trimethyl-1,3-dithiolium tetrafluoroborate is reported. The Knoevenagel reactions of either I or 2 with isoxazolone-containing acceptors afford merocyanines 7 and 9, in a process that is often accompanied by a vinylene-shortening side reaction. Experimental and theoretical studies reveal that compounds 7 and 9, featuring two proaromatic end groups, are strongly polarized and show good second-order nonlinear optical responses.

  DOI：

  10.1021/jo800801q
• 作为产物：
  描述：

  2,4,5-Trimethyl-1,3-dithiol-1-ium;tetrafluoroborate 、 3-二甲基氨基丙烯醛 在 乙酸酐 作用下， 反应 0.5h， 以94%的产率得到(E)-N,N-dimethyl-4-(4,5-dimethyl-1,3-dithiol-2-ylidene)but-2-enylideniminium tetrafluoroborate
  参考文献：
  名称：

  Iminium Salts of ω-Dithiafulvenylpolyenals: An Easy Entry to the Corresponding Aldehydes and Doubly Proaromatic Nonlinear Optic-phores

  摘要：

  A short, high-yielding route to omega-dithiafulvenylpolyenals (1) via the corresponding iminium salts (2) and starting from trimethyl-1,3-dithiolium tetrafluoroborate is reported. The Knoevenagel reactions of either I or 2 with isoxazolone-containing acceptors afford merocyanines 7 and 9, in a process that is often accompanied by a vinylene-shortening side reaction. Experimental and theoretical studies reveal that compounds 7 and 9, featuring two proaromatic end groups, are strongly polarized and show good second-order nonlinear optical responses.

  DOI：

  10.1021/jo800801q

文献信息

• Iminium Salts of ω-Dithiafulvenylpolyenals: An Easy Entry to the Corresponding Aldehydes and Doubly Proaromatic Nonlinear Optic-phores
  作者：Silvia Alías、Raquel Andreu、María Jesús Blesa、Miguel Angel Cerdán、Santiago Franco、Javier Garín、Carolina López、Jesús Orduna、Jorge Sanz、Raquel Alicante、Belén Villacampa、Magali Allain

  DOI：10.1021/jo800801q

  日期：2008.8.1

  A short, high-yielding route to omega-dithiafulvenylpolyenals (1) via the corresponding iminium salts (2) and starting from trimethyl-1,3-dithiolium tetrafluoroborate is reported. The Knoevenagel reactions of either I or 2 with isoxazolone-containing acceptors afford merocyanines 7 and 9, in a process that is often accompanied by a vinylene-shortening side reaction. Experimental and theoretical studies reveal that compounds 7 and 9, featuring two proaromatic end groups, are strongly polarized and show good second-order nonlinear optical responses.