2-[4-(N,N-diphenylamino)phenyl]-1-phenylbenzo[b]phosphole-P-oxide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[4-(N,N-diphenylamino)phenyl]-1-phenylbenzo[b]phosphole-P-oxide
• 英文别名: 4-(1-oxo-1-phenylphosphindol-2-yl)-N,N-diphenylaniline
• 化学式: C₃₂H₂₄NOP
• 分子量: 469.522
• InChiKey: XHYNINYKKRIRMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  35
• 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：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-bromo-2-(4-N,N-diphenylaminophenyl)-1-phenylbenzo[b]phosphole-P-oxide 在 三氯硅烷 、 叔丁基锂 作用下， 以 甲苯 、 正戊烷 为溶剂， 反应 2.0h， 以81%的产率得到2-[4-(N,N-diphenylamino)phenyl]-1-phenylbenzo[b]phosphole-P-oxide
  参考文献：
  名称：

  具有优异抗光漂白性能的磷氧化物基荧光染料：STED显微镜中连续成像的实用工具

  摘要：

  受激发射损耗（STED）显微镜的发展代表了细胞和分子生物学的重大突破。然而，激发和STED所需的强激光束通常会引起荧光分子探针的快速光致漂白，这大大限制了STED显微镜的性能和实用性。我们在此开发了一种耐光荧光染料C-Naphox作为STED成像的实用工具。与使用一个激发λ = 405或488nm的在质子溶剂激光，C-Naphox表现出强烈的红色/橙色荧光（量子产率Φ ˚F > 0.7）具有大的斯托克斯位移（大约5900厘米-1）。即使使用Xe灯（300W，在照射后λ EX= 460 nm，半峰全宽（FWHM）= 11 nm）持续12小时，C-Naphox保持99.5％完好无损。C-Naphox的高光阻允许对HeLa细胞进行重复STED成像。即使记录了50张STED图像，初始荧光强度的83％仍然存在。

  DOI：

  10.1002/anie.201507939

文献信息

• Aromatic Metamorphosis of Thiophenes by Means of Desulfurative Dilithiation
  作者：Atsushi Kaga、Hirokazu Iida、Shun Tsuchiya、Hayate Saito、Koji Nakano、Hideki Yorimitsu

  DOI：10.1002/chem.202005223

  日期：2021.3.8

  A new mode of aromatic metamorphosis has been developed, which allows thiophenes and their benzo‐fused derivatives to be converted to a variety of exotic heteroles. This transformation involves 1) the efficient generation of key 1,4‐dianions by means of desulfurative dilithiation with lithium powder and 2) the subsequent trapping of the dianions with heteroatom electrophiles in a one‐pot manner. Via

  已经开发出一种新的芳香族变态模式，该模式可以将噻吩及其苯并稠合的衍生物转化为各种奇异的杂环。这种转变包括：1）通过用锂粉进行脱硫二锂化反应有效地生成关键的1,4-二价阴离子； 2）随后通过一锅法用杂原子亲电试剂捕获二价阴离子。通过脱硫脱氢作用，噻吩的硫原子也被碳-碳双键或1,2-亚苯基取代，用于构建苯环。
• PHOSPHOLE COMPOUND AND FLUORESCENT DYE CONTAINING THE SAME
  申请人：NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITY

  公开号：US20160333037A1

  公开（公告）日：2016-11-17

  The following formula is an example of a phosphole compound of the present invention. The phosphole compound of the present invention has the characteristic of maintaining a high fluorescence quantum yield in a wide range of solvents from low-polarity solvents to high-polarity solvents, as well as the characteristic in which the fluorescence wavelength shifts to the longer wavelength side as the polarity of the solvent increases. Because of these characteristics, the phosphole compound of the present invention is expected to be used, for example, for quantitatively determining the polarity in the environment therearound by using the absorption wavelength and fluorescence wavelength thereof, or used as a new fluorescent probe dye or a highly efficient luminescent material in organic electronic devices.

  以下公式是本发明的一种膦烯化合物的示例。本发明的膦烯化合物具有在从低极性溶剂到高极性溶剂的广泛范围内保持高荧光量子产率的特性，以及随着溶剂极性增加，荧光波长向较长波长侧移动的特性。由于这些特性，本发明的膦烯化合物预计可用于例如通过使用其吸收波长和荧光波长来定量确定其周围环境的极性，或者用作新的荧光探针染料或在有机电子器件中作为高效发光材料。
• PHOSPHOLE COMPOUND AND FLUORESCENT DYE CONTAINING SAME
  申请人：National University Corporation Nagoya University

  公开号：EP3098227A1

  公开（公告）日：2016-11-30

  The following formula is an example of a phosphole compound of the present invention. The phosphole compound of the present invention has the characteristic of maintaining a high fluorescence quantum yield in a wide range of solvents from low-polarity solvents to high-polarity solvents, as well as the characteristic in which the fluorescence wavelength shifts to the longer wavelength side as the polarity of the solvent increases. Because of these characteristics, the phosphole compound of the present invention is expected to be used, for example, for quantitatively determining the polarity in the environment therearound by using the absorption wavelength and fluorescence wavelength thereof, or used as a new fluorescent probe dye or a highly efficient luminescent material in organic electronic devices.

  下式是本发明磷烯化合物的一个实例。本发明的磷基化合物具有在从低极性溶剂到高极性溶剂的广泛溶剂中保持高荧光量子产率的特性，以及随着溶剂极性的增加，荧光波长向长波长一侧移动的特性。由于具有这些特性，本发明的磷光化合物有望用于利用其吸收波长和荧光波长对周围环境的极性进行定量测定，或用作新型荧光探针染料或有机电子设备中的高效发光材料等。
• Comparison of 2-Arylnaphtho[2,3-<i>b</i>]phospholes and 2-Arylbenzo[<i>b</i>]phospholes: Effects of 2-Aryl Groups and Fused Arene Moieties on Their Optical and Photophysical Properties
  作者：Yoshihiro Matano、Yuta Motegi、Shinsuke Kawatsu、Yoshifumi Kimura

  DOI：10.1021/acs.joc.5b00541

  日期：2015.6.5

  Suzuki-Miyaura cross-coupling reactions were used in the divergent synthesis of a series of 2-arylnaphtho[2,3-b]phosphole P-oxides and their benzo[b]phosphole counterparts. We elucidated the electronic and steric effects of the 2-aryl groups and fused arene moieties on the optical and photophysical properties of these two types of phosphole-based pi-systems.
• US9951094B2
  申请人：——

  公开号：US9951094B2

  公开（公告）日：2018-04-24