9,10-bis(2-(diphenylphosphino)ethyl)anthracene | 477836-16-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10-bis(2-(diphenylphosphino)ethyl)anthracene
• 英文别名: 2-[10-(2-Diphenylphosphanylethyl)anthracen-9-yl]ethyl-diphenylphosphane；2-[10-(2-diphenylphosphanylethyl)anthracen-9-yl]ethyl-diphenylphosphane
• CAS: 477836-16-1
• 化学式: C₄₂H₃₆P₂
• 分子量: 602.695
• InChiKey: QDVVSHJARORGFE-UHFFFAOYSA-N

物化性质

• 沸点：
  750.8±53.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  9,10-bis(2-(diphenylphosphino)ethyl)anthracene 、 silver perchlorate 以 二氯甲烷 为溶剂， 以71.4%的产率得到
  参考文献：
  名称：

  Formation of Group 11 Metal(I)-Arene Complexes:  Bonding Mode and Molecule-Responsive Spectral Variations

  摘要：

  Two N(n-Pr)PPh2 groups appended to the 9,10-anthracene positions through methylene spacers as a bidentate ligand coordinate with Cu+, Ag+, and Au+ ions efficiently to afford endocyclic metal complexes with metal-eta(6)-arene bonding, rarely observed for the group 11 metal ions. The three-center metal-NP and metal-eta(6)-arene bonding patterns in the endocyclic complexes were confirmed using ab initio and density functional calculations. The close metal-anthracene centroid distances significantly affected absorption and fluorescence properties of the complexes in solution. Among them the Cu+ complex has the shortest metal-anthracene distance and most drastic spectral abnormality. The close distances also controlled the endocyclic-exocyclic metal transition of the complexes, wherein the equilibrium heavily favored the former on account of eta(6) interactions. These complexes reacted with phosphines in solution to give highly fluorescent species that were proposed to possess the exocyclic configuration with the three-coordinated metal center. These exocyclic metal complexes as well as the ligand itself all form respective excimers from their singlet excited states to exhibit an additional broad fluorescence at about 455 nm. The excimers are assumed to arise from an interaction of the excited anthracene moiety with an N-P group of the ground state exocyclic molecule. The observed molecule-responsive light-switchable spectral variations have been discussed in terms of structural changes in the endocyclic-exocyclic metal transitions.

  DOI：

  10.1021/om020668h
• 作为产物：
  描述：

  9,10-二溴蒽 在 正丁基锂 、 氯化亚砜 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 正己烷 为溶剂， 反应 11.16h， 生成 9,10-bis(2-(diphenylphosphino)ethyl)anthracene
  参考文献：
  名称：

  一种杯状金属环蕃[Rh{9,10-双(2-(二苯基膦 基)乙基)蒽}-(CO)Cl]3的合成方法及其应用

  摘要：

  本发明涉及一种金属环蕃[Rh{9,10‑双(2‑(二苯基膦基)乙基)蒽｝‑(CO)Cl] 3 的合成方法及催化酯成酰胺的反应中应用。该金属环蕃是通过9,10‑双(2‑(二苯基膦基)乙基)蒽同[Rh(CO) 2 Cl] 2 在‑30℃的二氯甲烷中以高收率制得。并且由于此金属环蕃的特殊的化学性质和新颖的环状结构，使得它在催化酯成酰胺的反应中有良好的应用。该金属环蕃制备方法简单，收率高，并且催化反应时用量少，催化产率高，是一种新型的环状金属有机合成催化剂。

  公开号：

  CN103539822B

文献信息

• The Calix-Shaped Metallocyclophane [Rh{9,10-bis(2-(diphenylphosphino)ethyl)anthracene}(CO)Cl]₃ and Its Solution Behavior
  作者：Feng-Bo Xu、Qing-Shan Li、Xian-Shun Zeng、Xue-Bing Leng、Zheng-Zhi Zhang

  DOI：10.1021/om020557i

  日期：2002.11.1

  [Rh(CO)2Cl]2 in dichloromethane at −30 °C by metal-directed self-assembly affords the novel calix-shaped metallocyclophane [Rh9,10-bis(2-(diphenylphosphino)ethyl)anthracene}(CO)Cl]3, which adopts a cone conformation and possesses a huge cavity. It has special solution behavior and can encapsulate carbon monoxide in a dichoromethane solution, which leads to fluorescent enhancement emission intensity.

  金属定向自组装在-30℃下使9,10-双（2-（二苯基膦基）乙基）蒽与[Rh（CO）2 Cl] 2在二氯甲烷中反应，得到新颖的杯状金属环环烷[Rh 9，10-双（2-（二苯基膦基）乙基）蒽}（CO）Cl] 3，其具有圆锥构象并且具有大的空腔。它具有特殊的溶液特性，可以将一氧化碳封装在二氯甲烷溶液中，从而导致荧光增强的发射强度。
• Formation of Group 11 Metal(I)-Arene Complexes:  Bonding Mode and Molecule-Responsive Spectral Variations
  作者：Feng-Bo Xu、Qing-Shan Li、Li-Zhu Wu、Xue-Bing Leng、Zu-Cheng Li、Xian-Shun Zeng、Yuan L. Chow、Zheng-Zhi Zhang

  DOI：10.1021/om020668h

  日期：2003.2.1

  Two N(n-Pr)PPh2 groups appended to the 9,10-anthracene positions through methylene spacers as a bidentate ligand coordinate with Cu+, Ag+, and Au+ ions efficiently to afford endocyclic metal complexes with metal-eta(6)-arene bonding, rarely observed for the group 11 metal ions. The three-center metal-NP and metal-eta(6)-arene bonding patterns in the endocyclic complexes were confirmed using ab initio and density functional calculations. The close metal-anthracene centroid distances significantly affected absorption and fluorescence properties of the complexes in solution. Among them the Cu+ complex has the shortest metal-anthracene distance and most drastic spectral abnormality. The close distances also controlled the endocyclic-exocyclic metal transition of the complexes, wherein the equilibrium heavily favored the former on account of eta(6) interactions. These complexes reacted with phosphines in solution to give highly fluorescent species that were proposed to possess the exocyclic configuration with the three-coordinated metal center. These exocyclic metal complexes as well as the ligand itself all form respective excimers from their singlet excited states to exhibit an additional broad fluorescence at about 455 nm. The excimers are assumed to arise from an interaction of the excited anthracene moiety with an N-P group of the ground state exocyclic molecule. The observed molecule-responsive light-switchable spectral variations have been discussed in terms of structural changes in the endocyclic-exocyclic metal transitions.
• 一种杯状金属环蕃[Rh{9,10-双(2-(二苯基膦 基)乙基)蒽}-(CO)Cl]3的合成方法及其应用
  申请人：南开大学

  公开号：CN103539822B

  公开（公告）日：2017-05-03

  本发明涉及一种金属环蕃[Rh9,10‑双(2‑(二苯基膦基)乙基)蒽｝‑(CO)Cl] 3 的合成方法及催化酯成酰胺的反应中应用。该金属环蕃是通过9,10‑双(2‑(二苯基膦基)乙基)蒽同[Rh(CO) 2 Cl] 2 在‑30℃的二氯甲烷中以高收率制得。并且由于此金属环蕃的特殊的化学性质和新颖的环状结构，使得它在催化酯成酰胺的反应中有良好的应用。该金属环蕃制备方法简单，收率高，并且催化反应时用量少，催化产率高，是一种新型的环状金属有机合成催化剂。