syn-(methyl,(trimethylsilyl)ethynyl)bimane | 181298-15-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并吡唑类
• 英文名称: syn-(methyl,(trimethylsilyl)ethynyl)bimane
• 英文别名: 1,7-Dimethyl-2,6-bis(2-trimethylsilylethynyl)pyrazolo[1,2-a]pyrazole-3,5-dione
• CAS: 181298-15-7
• 化学式: C₁₈H₂₄N₂O₂Si₂
• 分子量: 356.572
• InChiKey: OAMUNIZLYLKFFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  syn-(methyl,(trimethylsilyl)ethynyl)bimane 在 溴 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到2-((E)-1,2-Dibromo-2-trimethylsilanyl-vinyl)-3,5-dimethyl-6-trimethylsilanylethynyl-pyrazolo[1,2-a]pyrazole-1,7-dione
  参考文献：
  名称：

  Bimane Acetylenes and Diacetylenes. Bimanes. 33

  摘要：

  Two series (4,6-dihydro and 4,6-dimethyl) of syn-bimanes [1,5-diazabicyclo[3.3.0]octa-3,6-diene-2,8-diones] have been converted to acetylene and diacetylene derivatives. Their chemical and photophysical properties are reported. The 3-(and 6-)iodo (diiodo) derivatives are the best choices for Stille or Heck condensations with acetylenes or acrylates. Desilylation of (trimethylsilyl)acetylenes is best carried out with silver nitrate followed by lithium bromide. The acetylenes and diacetylenes are quite stable and highly fluorescent and represent candidate units for incorporation into polymers.

  DOI：

  10.1021/jo951830b
• 作为产物：
  描述：

  syn-(methyl,chloro)bimane 在 bis-triphenylphosphine-palladium(II) chloride 、 palladium on activated charcoal 、 copper(l) iodide 氢气 、 一氯化碘 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 溶剂黄146 、 乙腈 为溶剂， 反应 20.5h， 生成 syn-(methyl,(trimethylsilyl)ethynyl)bimane
  参考文献：
  名称：

  Bimane Acetylenes and Diacetylenes. Bimanes. 33

  摘要：

  Two series (4,6-dihydro and 4,6-dimethyl) of syn-bimanes [1,5-diazabicyclo[3.3.0]octa-3,6-diene-2,8-diones] have been converted to acetylene and diacetylene derivatives. Their chemical and photophysical properties are reported. The 3-(and 6-)iodo (diiodo) derivatives are the best choices for Stille or Heck condensations with acetylenes or acrylates. Desilylation of (trimethylsilyl)acetylenes is best carried out with silver nitrate followed by lithium bromide. The acetylenes and diacetylenes are quite stable and highly fluorescent and represent candidate units for incorporation into polymers.

  DOI：

  10.1021/jo951830b

文献信息

• Bivalent glycoconjugates based on 1,5-diazabicyclo[3.3.0]octa-3,6-diene-2,8-dione (“bimane”) as a central scaffold
  作者：Tamás Szabó、Attila Bényei、László Szilágyi

  DOI：10.1016/j.carres.2019.01.002

  日期：2019.2

  report on the syntheses of a range of bimanes decorated with various glycosyl residues. Mono- and disaccharide residues were attached to syn- or anti-bimane central cores via thio-, disulfido- or selenoglycosidic linkages to obtain novel fluorescent or nonfluorescent glycoconjugates. Cu(I)-catalyzed cycloaddition of glycosyl azides to a bimane diethynyl derivative furnished further bivalent glycoconjugates

  四十年前发现的杂芳族稠合二氮杂双环“ bimane”环系统具有卓越的化学和光物理性质。然而，到目前为止，还没有描述过二烯的碳水化合物衍生物。在这里，我们报告的装饰各种糖基残基的一系列bimanes的合成。单糖和二糖残基通过硫，二硫键或硒代糖苷键连接至顺式或反式二糖中心核，以获得新颖的荧光或非荧光糖缀合物。Cu（I）催化的糖基叠氮化物与二烯二乙炔基衍生物的环加成反应提供了进一步的二价糖缀合物，其糖残基通过1,2,3-三唑环连接到中心的二烯基核心。
• A dipodal bimane–ditriazole–diCu(<scp>ii</scp>) complex serves as an ultrasensitive water sensor
  作者：Joy Karmakar、Apurba Pramanik、Vincent Joseph、Vered Marks、Flavio Grynszpan、Mindy Levine

  DOI：10.1039/d1cc07138f

  日期：——

  A bimane ditriazole–copper(ii) complex serves as an ultrasensitive water sensor. Key features of the system also include rapid response times and good selectivity for water compared to other protic solvents.

  一种双联二唑-铜（II）配合物作为超灵敏的水传感器。该系统的关键特点还包括快速响应时间和与其他质子溶剂相比良好的选择性。