[4-[8-[4-Bis(2,4,6-trimethylphenyl)boranylphenyl]naphthalen-1-yl]phenyl]-diphenylphosphane | 1554398-76-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: [4-[8-[4-Bis(2,4,6-trimethylphenyl)boranylphenyl]naphthalen-1-yl]phenyl]-diphenylphosphane
• 英文别名: [4-[8-[4-bis(2,4,6-trimethylphenyl)boranylphenyl]naphthalen-1-yl]phenyl]-diphenylphosphane
• CAS: 1554398-76-3
• 化学式: C₅₂H₄₆BP
• 分子量: 712.722
• InChiKey: SKYVEMIKKXWYDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  54
• 可旋转键数：
  8
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  [4-[8-[4-Bis(2,4,6-trimethylphenyl)boranylphenyl]naphthalen-1-yl]phenyl]-diphenylphosphane 、 1,3-dimethylimidazol-2-ylidene 以94%的产率得到
  参考文献：
  名称：

  稳定的-硼烷超官能化萘对N-杂环卡宾的异常裂解和转化

  摘要：

  已发现一个1 on 8硼烷修饰的萘分子2与N，N'-二甲基咪唑-2-亚烷基（IMe）反应，该化合物是N-杂环卡宾（NHC）家族的流行成员，可以将其转化分为两个乙烯基胺片段，其中一个通过形成C-C和B-N键而被困在phospho和硼烷单元之间。对于较大的NHC分子未观察到相同的反应性。对照实验和机理研究确定，除了IMe卡宾外，叶立烷-硼烷分子和咪唑鎓盐还参与了NHC的这一新转化。

  DOI：

  10.1002/chem.201504156
• 作为产物：
  描述：

  1-iodo-8-p-dimesitylboronylphenylnaphthalene 、 (4-溴苯基)二苯基磷 在 正丁基锂 、 二氯(N,N,N',N'-四甲基乙二胺)锌(II) 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 42.0h， 以39%的产率得到[4-[8-[4-Bis(2,4,6-trimethylphenyl)boranylphenyl]naphthalen-1-yl]phenyl]-diphenylphosphane
  参考文献：
  名称：

  A Dual-Emissive Phosphine–Borane Lewis Pair with a U-Shaped Linker: Impact of Methylation and Complexation on Fluoride Binding Affinity

  摘要：

  To investigate phosphine to borane through-space charge transfer and its utility in anion sensing and the formation of metal complexes, a phosphine-borane Lewis pair (1) connected by a U-shaped linker has been synthesized. 1 could be readily converted to a phosphonium salt (2) and two 2:1 complexes with Au(I) (1-Au) and Pt(II) (1-Pt). The photophysical properties of the new compounds were examined and compared. Compound 1 displayed an intense P -> B CT transition and a bright solvent-dependent dual emission that is switchable by fluoride ions. 2 and 1-Pt showed a turn-off and a turn-on fluorescent response, respectively, toward fluoride ions. The binding constant of 2 with F- was found to be 2 orders of magnitude greater than that of 1. The mechanism that is responsible for the distinct fluorescence response of 1, 2, and 1-Pt toward fluoride ions is proposed.

  DOI：

  10.1021/om4011406

文献信息

• Unusual Fragmentation and Transformation of an N-Heterocyclic Carbene by a Stable Phosphonium-Borane <i>peri</i> -Functionalized Naphthalene
  作者：Yufei Li、Soren K. Mellerup、Francoise Sauriol、Gabriele Schatte、Suning Wang

  DOI：10.1002/chem.201504156

  日期：2016.2.12

  A 1‐phosphonium‐8‐borane‐decorated naphthalene molecule 2 has been found to react with N,N′‐dimethylimidazol‐2‐ylidene (IMe), a popular member of the N‐heterocyclic carbene (NHC) family, which converts it into two vinyl‐amine fragments one of which is trapped between the phosphonium and borane unit by the formation of a C−C and a B−N bond. The same reactivity was not observed for larger NHC molecules

  已发现一个1 on 8硼烷修饰的萘分子2与N，N'-二甲基咪唑-2-亚烷基（IMe）反应，该化合物是N-杂环卡宾（NHC）家族的流行成员，可以将其转化分为两个乙烯基胺片段，其中一个通过形成C-C和B-N键而被困在phospho和硼烷单元之间。对于较大的NHC分子未观察到相同的反应性。对照实验和机理研究确定，除了IMe卡宾外，叶立烷-硼烷分子和咪唑鎓盐还参与了NHC的这一新转化。
• A Dual-Emissive Phosphine–Borane Lewis Pair with a U-Shaped Linker: Impact of Methylation and Complexation on Fluoride Binding Affinity
  作者：Yufei Li、Youngjin Kang、Jia-Sheng Lu、Ian Wyman、Soo-Byung Ko、Suning Wang

  DOI：10.1021/om4011406

  日期：2014.2.24

  To investigate phosphine to borane through-space charge transfer and its utility in anion sensing and the formation of metal complexes, a phosphine-borane Lewis pair (1) connected by a U-shaped linker has been synthesized. 1 could be readily converted to a phosphonium salt (2) and two 2:1 complexes with Au(I) (1-Au) and Pt(II) (1-Pt). The photophysical properties of the new compounds were examined and compared. Compound 1 displayed an intense P -> B CT transition and a bright solvent-dependent dual emission that is switchable by fluoride ions. 2 and 1-Pt showed a turn-off and a turn-on fluorescent response, respectively, toward fluoride ions. The binding constant of 2 with F- was found to be 2 orders of magnitude greater than that of 1. The mechanism that is responsible for the distinct fluorescence response of 1, 2, and 1-Pt toward fluoride ions is proposed.