9-[Diazo(4-ethynyl-2,6-dimethylphenyl)methyl]-10-phenylanthracene | 677351-16-5

• 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: 9-[Diazo(4-ethynyl-2,6-dimethylphenyl)methyl]-10-phenylanthracene
• 英文别名: 9-[diazo-(4-ethynyl-2,6-dimethylphenyl)methyl]-10-phenylanthracene
• CAS: 677351-16-5
• 化学式: C₃₁H₂₂N₂
• 分子量: 422.529
• InChiKey: NCISXOBMQHZBFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,8-diiodo-10-methoxyanthracene 、 9-[Diazo(4-ethynyl-2,6-dimethylphenyl)methyl]-10-phenylanthracene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以45%的产率得到[[4-[2-[8-[2-[4-[Diazo-(10-phenylanthracen-9-yl)methyl]-3,5-dimethylphenyl]ethynyl]-10-methyloxoniumylideneanthracen-1-ylidene]ethenylidene]-2,6-dimethylcyclohexa-2,5-dien-1-ylidene]-(10-phenylanthracen-9-yl)methyl]iminoazanide
  参考文献：
  名称：

  Quintet Bis(carbene) from Triplet Diarylcarbenes Introduced at the 1,8-Position of Anthracene

  摘要：

  [9-{10-Phenyl}anthryl](4-bromo-2,6-dimethylphenyl)diazomethane was found to be stable enough to survive Sonogashira coupling reaction conditions and was converted to [9-{10-phenyl}anthryl](4-trimethylsilyiethynyl-2,6-dimethylphenyl)diazomethane, which was reacted with 1,8-dliodoanthracene to give bis(diazo) compound. Bis(carbene) generated by irradiation of the bis(diazo) compound generated a fairly persistent S = 2 quintet state.

  DOI：

  10.1021/ol049877j
• 作为产物：
  描述：

  5-溴-2-碘间二甲苯 在 盐酸 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 copper(l) iodide 、 silver tetrafluoroborate 、 正丁基锂 、 氯甲烷 、 potassium tert-butylate 、 sodium acetate 、 dinitrogen tetraoxide 、 三乙胺 、 叔丁醇 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 乙醚 、 正己烷 、 二氯甲烷 、 苯 为溶剂， 反应 4.0h， 生成 9-[Diazo(4-ethynyl-2,6-dimethylphenyl)methyl]-10-phenylanthracene
  参考文献：
  名称：

  Quintet Bis(carbene) from Triplet Diarylcarbenes Introduced at the 1,8-Position of Anthracene

  摘要：

  [9-{10-Phenyl}anthryl](4-bromo-2,6-dimethylphenyl)diazomethane was found to be stable enough to survive Sonogashira coupling reaction conditions and was converted to [9-{10-phenyl}anthryl](4-trimethylsilyiethynyl-2,6-dimethylphenyl)diazomethane, which was reacted with 1,8-dliodoanthracene to give bis(diazo) compound. Bis(carbene) generated by irradiation of the bis(diazo) compound generated a fairly persistent S = 2 quintet state.

  DOI：

  10.1021/ol049877j

文献信息

• Quintet Bis(carbene) from Triplet Diarylcarbenes Introduced at the 1,8-Position of Anthracene
  作者：Yusuke Ohtsuka、Tetsuji Itoh、Katsuyuki Hirai、Takeji Takui、Hideo Tomioka

  DOI：10.1021/ol049877j

  日期：2004.3.1

  [9-10-Phenyl}anthryl](4-bromo-2,6-dimethylphenyl)diazomethane was found to be stable enough to survive Sonogashira coupling reaction conditions and was converted to [9-10-phenyl}anthryl](4-trimethylsilyiethynyl-2,6-dimethylphenyl)diazomethane, which was reacted with 1,8-dliodoanthracene to give bis(diazo) compound. Bis(carbene) generated by irradiation of the bis(diazo) compound generated a fairly persistent S = 2 quintet state.