BrBFl-IPrCH2 | 1539323-09-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: BrBFl-IPrCH2
• 英文别名: (9-bromo-9-borafluorene)-(1,3-bis(2,6-diisopropylphenyl)-2-methyleneimidazoline)；2-[(8-Bromo-8-boranuidatricyclo[7.4.0.02,7]trideca-1(13),2,4,6,9,11-hexaen-8-yl)methyl]-1,3-bis[2,6-di(propan-2-yl)phenyl]imidazol-1-ium
• CAS: 1539323-09-5
• 化学式: C₄₀H₄₆BBrN₂
• 分子量: 645.534
• InChiKey: FATIYQYNLPDURN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.46
• 重原子数：
  44
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  BrBFl-IPrCH2 以 甲苯 为溶剂， 反应 120.0h， 生成 HBFl-1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene
  参考文献：
  名称：

  Synthesis and Luminescent Properties of Lewis Base-Appended Borafluorenes

  摘要：

  A series of Lewis base adducts of 9-bromo-9-borafluorene (BrBFl-LB, LB = IPr, IPrCH2, PPh3, and PCy3), parent borafluorenes (HBFl-IPr and HBFl-IPrCH2), and the bisadduct [(DMAP)(2)BFl]Br were prepared and structurally characterized (IPr = [(HCNDipp)(2)C:], IPrCH2 = [(HCNDipp)(2)C=CH2], Dipp = 2,6-i-Pr2C6H3, and DMAP = N,N-dimethylaminopyridine). The adducts BrBFl-IPr, BrEFl-PPh3, BrBFl-PCy3, [(DMAP)(2)BFI]Br, BrBFl-IPrCH2, and HBFl-IPrCH2 were found to exhibit bright blue luminescence with low to moderately high quantum efficiencies (19 to 63%). Selective irradiation at different excitation wavelengths revealed the presence of two distinct emission processes in the adducts BrBFl-LB, leading to a ligand-independent, presumably borafluorene-based, blue light emission at 435 nm and another less intense emission band in the ultraviolet region (315-324 nm); [(DMAP)(2)BFl]Br exhibits an emission profile that tails into the visible region. Time-dependent density functional theory studies are also included for representative borafluorene adducts. With a judicious choice of functional groups at boron, one can envisage the future generation of a whole library of 4-coordinate borafluorene-based luminogens that complement the efficient light-emitting behavior known for the widely studied boron-dipyrromethene analogues.

  DOI：

  10.1021/ic402408t
• 作为产物：
  描述：

  2,2'-双溴双苯 在 正丁基锂 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 132.0h， 生成 BrBFl-IPrCH2
  参考文献：
  名称：

  Synthesis and Luminescent Properties of Lewis Base-Appended Borafluorenes

  摘要：

  A series of Lewis base adducts of 9-bromo-9-borafluorene (BrBFl-LB, LB = IPr, IPrCH2, PPh3, and PCy3), parent borafluorenes (HBFl-IPr and HBFl-IPrCH2), and the bisadduct [(DMAP)(2)BFl]Br were prepared and structurally characterized (IPr = [(HCNDipp)(2)C:], IPrCH2 = [(HCNDipp)(2)C=CH2], Dipp = 2,6-i-Pr2C6H3, and DMAP = N,N-dimethylaminopyridine). The adducts BrBFl-IPr, BrEFl-PPh3, BrBFl-PCy3, [(DMAP)(2)BFI]Br, BrBFl-IPrCH2, and HBFl-IPrCH2 were found to exhibit bright blue luminescence with low to moderately high quantum efficiencies (19 to 63%). Selective irradiation at different excitation wavelengths revealed the presence of two distinct emission processes in the adducts BrBFl-LB, leading to a ligand-independent, presumably borafluorene-based, blue light emission at 435 nm and another less intense emission band in the ultraviolet region (315-324 nm); [(DMAP)(2)BFl]Br exhibits an emission profile that tails into the visible region. Time-dependent density functional theory studies are also included for representative borafluorene adducts. With a judicious choice of functional groups at boron, one can envisage the future generation of a whole library of 4-coordinate borafluorene-based luminogens that complement the efficient light-emitting behavior known for the widely studied boron-dipyrromethene analogues.

  DOI：

  10.1021/ic402408t