9,9-Dimethyl-4,5-bis(diphenylphosphinoylmethyl)-9H-xanthene | 1431709-71-5

• 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: 9,9-Dimethyl-4,5-bis(diphenylphosphinoylmethyl)-9H-xanthene
• CAS: 1431709-71-5
• 化学式: C₄₁H₃₆O₃P₂
• 分子量: 638.683
• InChiKey: MRCDYQFZFQNYSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.15
• 重原子数：
  46.0
• 可旋转键数：
  8.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  9,9-Dimethyl-4,5-bis(diphenylphosphinoylmethyl)-9H-xanthene 在 三氯硅烷 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 24.25h， 生成 [AuCl(9,9-dimethyl-4,5-bis(diphenylphosphinomethyl)-9H-xanthene)]
  参考文献：
  名称：

  A new xantphos-type ligand and its gold(I) complexes: Synthesis, structure, luminescence

  摘要：

  A novel xantphos analog diphosphine ligand, 9,9-dimethyl-4,5-bis(diphenylphosphinomethyl)-9H-xanthene (X(CP)(2)), with methylene groups inserted between the xanthene skeleton and the two diphenylphosphine units, has been synthesized. A two-coordinate and a three-coordinate gold(I) complex of the ligand, [Au2Cl2(X(CP)(2))] and [AuCl(X(CP)(2))], have been prepared and studied by X-ray diffraction, NMR and optical spectroscopy. In the solid state, [AuCl(X(CP)(2))] adopts a highly ordered structure with a planar xanthene skeleton that faces another plane composed of two phenyl rings and the AuCl moiety. The structure of [Au2Cl2(X(CP)(2))] is much less regular, the two P-Au-Cl vectors point to the opposite sides of the folded xanthene backbone. The exchange-broadened resonances in the NMR spectra of [AuCl(X(CP)(2)))] indicate that this complex exists as a mixture of various chemical species and/or conformers in solution. In contrast, the NMR spectra of [Au2Cl2(X(CP)(2))] exclude any medium-range exchange processes. Aurophilic interactions are absent in both X(CP)(2) complexes. X(CP)(2), as well as its two gold complexes, is phosphorescent in the solid state; the complexes emit at higher wavelengths and with longer lifetimes than the free ligand. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.02.052
• 作为产物：
  描述：

  9,9-二甲基氧杂蒽 在 盐酸 、 sodium tetrahydroborate 、 正丁基锂 、 四甲基乙二胺 、 三溴化磷 、 碳酸氢钠 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 氯仿 为溶剂， 反应 15.5h， 生成 9,9-Dimethyl-4,5-bis(diphenylphosphinoylmethyl)-9H-xanthene
  参考文献：
  名称：

  A new xantphos-type ligand and its gold(I) complexes: Synthesis, structure, luminescence

  摘要：

  A novel xantphos analog diphosphine ligand, 9,9-dimethyl-4,5-bis(diphenylphosphinomethyl)-9H-xanthene (X(CP)(2)), with methylene groups inserted between the xanthene skeleton and the two diphenylphosphine units, has been synthesized. A two-coordinate and a three-coordinate gold(I) complex of the ligand, [Au2Cl2(X(CP)(2))] and [AuCl(X(CP)(2))], have been prepared and studied by X-ray diffraction, NMR and optical spectroscopy. In the solid state, [AuCl(X(CP)(2))] adopts a highly ordered structure with a planar xanthene skeleton that faces another plane composed of two phenyl rings and the AuCl moiety. The structure of [Au2Cl2(X(CP)(2))] is much less regular, the two P-Au-Cl vectors point to the opposite sides of the folded xanthene backbone. The exchange-broadened resonances in the NMR spectra of [AuCl(X(CP)(2)))] indicate that this complex exists as a mixture of various chemical species and/or conformers in solution. In contrast, the NMR spectra of [Au2Cl2(X(CP)(2))] exclude any medium-range exchange processes. Aurophilic interactions are absent in both X(CP)(2) complexes. X(CP)(2), as well as its two gold complexes, is phosphorescent in the solid state; the complexes emit at higher wavelengths and with longer lifetimes than the free ligand. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.02.052