1-[4-(4-dimethylaminophenylazo)-3-(3,5-bis(tert-butyldimethylsilyloxy)phenyl)phenyl]-2,2,2-trifluoroethanone | 514225-87-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 1-[4-(4-dimethylaminophenylazo)-3-(3,5-bis(tert-butyldimethylsilyloxy)phenyl)phenyl]-2,2,2-trifluoroethanone
• 英文别名: 1-[3-[3,5-Bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]-4-[[4-(dimethylamino)phenyl]diazenyl]phenyl]-2,2,2-trifluoroethanone；1-[3-[3,5-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]-4-[[4-(dimethylamino)phenyl]diazenyl]phenyl]-2,2,2-trifluoroethanone
• CAS: 514225-87-7
• 化学式: C₃₄H₄₆F₃N₃O₃Si₂
• 分子量: 657.924
• InChiKey: FUPVVDQWXOQBLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.35
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  63.5
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,3-Bis[[3,5-bis[[3,5-bis(but-3-enoxy)phenyl]methoxy]phenyl]methoxy]-5-(bromomethyl)benzene 、 1-[4-(4-dimethylaminophenylazo)-3-(3,5-bis(tert-butyldimethylsilyloxy)phenyl)phenyl]-2,2,2-trifluoroethanone 在 potassium fluoride 、 18-冠醚-6 作用下， 以 四氢呋喃 为溶剂， 反应 29.0h， 以44%的产率得到1-[4-(4-dimethylaminophenylazo)-3-[{3,5-bis[3,5-bis(3,5-bis(3-buten-1-oxy)benzyloxy)benzyloxy]benzyloxy}phenyl]]-2,2,2-trifluoroethanone
  参考文献：
  名称：

  Integrating chemosensors for amine-containing compounds into cross-linked dendritic hosts

  摘要：

  Trifluoroacetylazo dye 1, a known chemosensor for amines, has been integrated into cross-linked dendrimer hosts. Thus, boronic acid 16 was linked to iododye 9 via a Suzuki coupling reaction. In situ deprotection and alkylation with dendrons 3 and 4, containing 8 homoallyl or allyl ether groups, respectively, afforded dendrons 18 and 19 with chemosensor units at their focal point. Conversion of 18 (19) to the bis-imine of butane 1,4-diamine, extensive cross-linking via the ring closing metathesis reaction with Grubbs catalyst 25, and hydrolysis produced dendrimer hosts 28 and 29. Host-guest studies with a small library of amines and alcohols showed 28 and 29 to selectively signal certain diamines but not due to template mediated imprinting. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.100
• 作为产物：
  描述：

  1-[4-(4-dimethylaminophenylazo)-3-iodo-phenyl]-2,2,2-trifluoroethanone 、 2,4,6-Tris-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-cyclotriboroxane 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 苯 为溶剂， 反应 5.0h， 以89%的产率得到1-[4-(4-dimethylaminophenylazo)-3-(3,5-bis(tert-butyldimethylsilyloxy)phenyl)phenyl]-2,2,2-trifluoroethanone
  参考文献：
  名称：

  Integrating chemosensors for amine-containing compounds into cross-linked dendritic hosts

  摘要：

  Trifluoroacetylazo dye 1, a known chemosensor for amines, has been integrated into cross-linked dendrimer hosts. Thus, boronic acid 16 was linked to iododye 9 via a Suzuki coupling reaction. In situ deprotection and alkylation with dendrons 3 and 4, containing 8 homoallyl or allyl ether groups, respectively, afforded dendrons 18 and 19 with chemosensor units at their focal point. Conversion of 18 (19) to the bis-imine of butane 1,4-diamine, extensive cross-linking via the ring closing metathesis reaction with Grubbs catalyst 25, and hydrolysis produced dendrimer hosts 28 and 29. Host-guest studies with a small library of amines and alcohols showed 28 and 29 to selectively signal certain diamines but not due to template mediated imprinting. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.08.100