Ethyl 4-[11-iodo-2,2-bis[3-(2-methoxyethoxy)prop-1-ynyl]-4,6,10,12-tetramethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl]benzoate | 1375105-19-3

• 英文名称: Ethyl 4-[11-iodo-2,2-bis[3-(2-methoxyethoxy)prop-1-ynyl]-4,6,10,12-tetramethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl]benzoate
• CAS: 1375105-19-3
• 化学式: C₃₄H₄₀BIN₂O₆
• 分子量: 710.417
• InChiKey: RCVBSROBPQSSLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.95
• 重原子数：
  44
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  71.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  一氧化碳 、 Ethyl 4-[11-iodo-2,2-bis[3-(2-methoxyethoxy)prop-1-ynyl]-4,6,10,12-tetramethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl]benzoate 、 甘氨酸乙酯盐酸盐 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 作用下， 以 苯 为溶剂， 以40%的产率得到Ethyl 4-[11-[(2-ethoxy-2-oxoethyl)carbamoyl]-2,2-bis[3-(2-methoxyethoxy)prop-1-ynyl]-4,6,10,12-tetramethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl]benzoate
  参考文献：
  名称：

  Carbonyl Derivatives of Boradiazaindacene via Catalytic CO Insertion

  摘要：

  A methodological study is presented dealing with carbopalladation reactions on BODIPY dyes bearing aryl halogen functions. Using this technique, several ester and amide groups were efficiently introduced on the dyes. These changes do not affect the optical properties of the dyes and thus allow the construction of new BODIPY-based functional dyes with carboxylic anchoring groups or peptide links.

  DOI：

  10.1021/jo300477p
• 作为产物：
  描述：

  3-(2-methoxyethoxy)prop-1-yne 在 bis-triphenylphosphine-palladium(II) chloride 、 乙基溴化镁 、 一氯化碘 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 4.83h， 生成 Ethyl 4-[11-iodo-2,2-bis[3-(2-methoxyethoxy)prop-1-ynyl]-4,6,10,12-tetramethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-8-yl]benzoate
  参考文献：
  名称：

  Carbonyl Derivatives of Boradiazaindacene via Catalytic CO Insertion

  摘要：

  A methodological study is presented dealing with carbopalladation reactions on BODIPY dyes bearing aryl halogen functions. Using this technique, several ester and amide groups were efficiently introduced on the dyes. These changes do not affect the optical properties of the dyes and thus allow the construction of new BODIPY-based functional dyes with carboxylic anchoring groups or peptide links.

  DOI：

  10.1021/jo300477p