3,6-bis-(4'-(4''-chlorobenzoyl)phenoxy)xanthone | 123853-75-8

• 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: 3,6-bis-(4'-(4''-chlorobenzoyl)phenoxy)xanthone
• 英文别名: 3,6-Bis[4-(4-chlorobenzoyl)phenoxy]xanthen-9-one
• CAS: 123853-75-8
• 化学式: C₃₉H₂₂Cl₂O₆
• 分子量: 657.506
• InChiKey: QVKIMNLACNZMRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  47
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,6-bis-(4'-(4''-chlorobenzoyl)phenoxy)xanthone 在 四(三苯基膦)镍 、 锌 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 11,17,23-Trioxaoctacyclo[27.2.2.22,5.27,10.224,27.112,16.115,19.118,22]dotetraconta-1(32),2(42),3,5(41),7,9,12(38),13,15,18,20,22(36),24(35),25,27(34),29(33),30,39-octadecaene-6,28,37-trione
  参考文献：
  名称：

  应变大环联芳基的合成，结构和开环聚合：高性能材料的新途径

  摘要：

  通过双（4-氯苯甲酰基苯氧基）封端的分子内，镍促进的偶联，获得了一系列新的全芳族大环联芳基，一个这样的大环的单晶X射线分析表明联芳基极度变形。单元; 这些高度应变的材料在亲核引发剂的存在下进行快速的开环聚合反应，得到高分子量的聚醚酮。

  DOI：

  10.1039/c39900000336
• 作为产物：
  描述：

  3,6-二羟基-9H-氧杂蒽-9-酮 、 4-氯-4-氟苯甲酮 以81%的产率得到3,6-bis-(4'-(4''-chlorobenzoyl)phenoxy)xanthone
  参考文献：
  名称：

  Synthesis of Strained Macrocyclic Biaryls for Enthalpy-Driven Ring-Opening Polymerization

  摘要：

  Polymerizable macrocyclic biarylene-ether-ketones and biarylene-ether-sulfones are accessible from linear, bis(chloro)-terminated oligomers via nickel-catalyzed, intramolecular coupling under pseudo-high-dilution conditions. Single-crystal X-ray analyses of the resulting cyclo-oligomers reveal extremely distorted and highly strained geometries, with 4,4 '-biphenylene units showing deviations of up to 70 degrees from linearity.

  DOI：

  10.1021/ma0517796

文献信息

• Synthesis, structure, and ring-opening polymerisation of strained macrocyclic biaryls: a new route to high-performance materials
  作者：Howard M. Colquhoun、Christopher C. Dudman、Mark Thomas、Caroline A. O'Mahoney、David J. Williams

  DOI：10.1039/c39900000336

  日期：——

  A series of new, all-aromatic, macrocyclic biaryls have been obtained by intramolecular, nickel-promoted coupling of bis(4-chlorobenzoylphenoxy)-terminated oligomers, and single-crystal X-ray analysis of one such macrocycle reveals extreme distortion of the biaryl unit; these highly strained materials undergo rapid ring-opening polymerisation in the presence of nucleophilic initiators to give high

  通过双（4-氯苯甲酰基苯氧基）封端的分子内，镍促进的偶联，获得了一系列新的全芳族大环联芳基，一个这样的大环的单晶X射线分析表明联芳基极度变形。单元; 这些高度应变的材料在亲核引发剂的存在下进行快速的开环聚合反应，得到高分子量的聚醚酮。
• Aromatic compounds
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0317226A2

  公开（公告）日：1989-05-24

  A macrocyclic compound contains linked together in a macrocycle at least one polyarylene unit containing 2 or more arylene rings and at least 2 other cyclic units, each of said polyarylene unit and said other units being linked to its neighbouring unit by a divalent single atom group or by an alkylene group. The compound can be made by ring-­closure of a linear compound containing the arylene rings and other cyclic units and having 2 terminal halogens, preferably by the coupling reaction by zerovalent nickel. The compound can be polymerised by ring-opening in the presence of a catalytic quantity of a nucleophile.

  大环化合物包含至少一个含有 2 个或 2 个以上芳基环的聚芳基单元和至少 2 个其他环状单元，每个所述聚芳基单元和所述其他单元通过二价单原子基团或亚烷基与相邻单元相连。该化合物可通过含有芳烯环和其他环状单元并具有 2 个末端卤素的线性化合物的环闭反应制得，最好是通过零价镍的偶联反应制得。该化合物可在催化量的亲核剂存在下通过开环反应聚合而成。
• Synthesis of Strained Macrocyclic Biaryls for Enthalpy-Driven Ring-Opening Polymerization
  作者：Howard M. Colquhoun、Zhixue Zhu、Christopher C. Dudman、Caroline A. O'Mahoney、David J. Williams、Michael G. B. Drew

  DOI：10.1021/ma0517796

  日期：2005.12.1

  Polymerizable macrocyclic biarylene-ether-ketones and biarylene-ether-sulfones are accessible from linear, bis(chloro)-terminated oligomers via nickel-catalyzed, intramolecular coupling under pseudo-high-dilution conditions. Single-crystal X-ray analyses of the resulting cyclo-oligomers reveal extremely distorted and highly strained geometries, with 4,4 '-biphenylene units showing deviations of up to 70 degrees from linearity.