2-(3,6-bis(phenylamino)xanthylium-9-yl)benzoate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(3,6-bis(phenylamino)xanthylium-9-yl)benzoate
• 英文别名: N,N'-Diphenyl-rhodamin；2-(3-Anilino-6-phenylazaniumylidenexanthen-9-yl)benzoate；2-(3-anilino-6-phenylazaniumylidenexanthen-9-yl)benzoate
• 化学式: C₃₂H₂₂N₂O₃
• 分子量: 482.538
• InChiKey: ZWBJXEPTKHMMCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  37
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  荧光素 在 吡啶 、 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 22.0h， 生成 2-(3,6-bis(phenylamino)xanthylium-9-yl)benzoate
  参考文献：
  名称：

  Synthesis of Rhodamines from Fluoresceins Using Pd-Catalyzed C–N Cross-Coupling

  摘要：

  A unified, convenient, and efficient strategy for the preparation of rhodamines and N,N'-diacylated rhodamines has been developed. Fluorescein ditriflates were found to undergo palladium-catalyzed C-N cross-coupling with amines, amides, carbamates, and other nitrogen nucleophiles to provide direct access to known and novel rhodamine derivatives, including fluorescent dyes, quenchers, and latent fluorophores.

  DOI：

  10.1021/ol202618t

文献信息

• Synthesis of Rhodamines from Fluoresceins Using Pd-Catalyzed C–N Cross-Coupling
  作者：Jonathan B. Grimm、Luke D. Lavis

  DOI：10.1021/ol202618t

  日期：2011.12.16

  A unified, convenient, and efficient strategy for the preparation of rhodamines and N,N'-diacylated rhodamines has been developed. Fluorescein ditriflates were found to undergo palladium-catalyzed C-N cross-coupling with amines, amides, carbamates, and other nitrogen nucleophiles to provide direct access to known and novel rhodamine derivatives, including fluorescent dyes, quenchers, and latent fluorophores.