1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(6-trimethylsilanyl-hexa-1,3,5-triynyl)-benzene | 429686-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(6-trimethylsilanyl-hexa-1,3,5-triynyl)-benzene
• CAS: 429686-60-2
• 化学式: C₂₇H₄₂O₂Si₃
• 分子量: 482.886
• InChiKey: LUVQMBXOYPKXPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.69
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(6-trimethylsilanyl-hexa-1,3,5-triynyl)-benzene 在 四甲基乙二胺 、 氧气 、 potassium carbonate 、 copper(l) chloride 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 为溶剂， 反应 3.17h， 生成 [3-[12-[3,5-Bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]dodeca-1,3,5,7,9,11-hexaynyl]-5-[tert-butyl(dimethyl)silyl]oxyphenoxy]-tert-butyl-dimethylsilane
  参考文献：
  名称：

  End-Cap Stabilized Oligoynes: Model Compounds for the Linear sp Carbon Allotrope Carbyne

  摘要：

  Three series of differently 3,5-disubstituted alpha,omega-diphenylpolyynes Ar-(CdropC)(n)-Ar (n=2, 4, 6, 8, 10) were synthesized under optimized Cadiot-Chodkiewicz conditions, isolated and completely characterized. These compounds can be considered as model substances for the hypothetical one-dimensional carbon allotrope carbyne C, The longest sp-carbon chain contains 20 atoms and is therefore the longest, purely organic polyyne studied with NMR techniques. Extinction coefficients over 600000m(-1)cm(-1) represent the highest measured quantitative values for that compound class so far. Comparisons with previous investigations and electrochemical studies allow the assignment of absorption for both wavelength regions structuring the UV/Vis spectra. Based on the trends in the spectroscopic behaviour of those molecules with increasing chain length. electronic as well as the NMR properties of carbyne are predicted, in line with our previously reported results. The observed stability mise the. properties pro synthesis of even longer polyynes.

  DOI：

  10.1002/1521-3765(20020118)8:2<408::aid-chem408>3.0.co;2-l
• 作为产物：
  描述：

  3,5-bis(tert-butyldimethylsilyloxy)benzaldehyde 在 正丁基锂 、 三苯基膦 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-(6-trimethylsilanyl-hexa-1,3,5-triynyl)-benzene
  参考文献：
  名称：

  End-Cap Stabilized Oligoynes: Model Compounds for the Linear sp Carbon Allotrope Carbyne

  摘要：

  Three series of differently 3,5-disubstituted alpha,omega-diphenylpolyynes Ar-(CdropC)(n)-Ar (n=2, 4, 6, 8, 10) were synthesized under optimized Cadiot-Chodkiewicz conditions, isolated and completely characterized. These compounds can be considered as model substances for the hypothetical one-dimensional carbon allotrope carbyne C, The longest sp-carbon chain contains 20 atoms and is therefore the longest, purely organic polyyne studied with NMR techniques. Extinction coefficients over 600000m(-1)cm(-1) represent the highest measured quantitative values for that compound class so far. Comparisons with previous investigations and electrochemical studies allow the assignment of absorption for both wavelength regions structuring the UV/Vis spectra. Based on the trends in the spectroscopic behaviour of those molecules with increasing chain length. electronic as well as the NMR properties of carbyne are predicted, in line with our previously reported results. The observed stability mise the. properties pro synthesis of even longer polyynes.

  DOI：

  10.1002/1521-3765(20020118)8:2<408::aid-chem408>3.0.co;2-l