4-methoxy-2-(4,5-diphenyl-1H-imidazol-2-yl)phenol | 1189781-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-methoxy-2-(4,5-diphenyl-1H-imidazol-2-yl)phenol
• 英文别名: dpimMeO；2-(4,5-diphenyl-1H-imidazol-2-yl)-4-methoxyphenol
• CAS: 1189781-62-1
• 化学式: C₂₂H₁₈N₂O₂
• 分子量: 342.397
• InChiKey: AQOFLLUUBUJMNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  58.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methoxy-2-(4,5-diphenyl-1H-imidazol-2-yl)phenol 、 zinc(II) acetate dihydrate 以 乙醇 为溶剂， 以70.7%的产率得到bis(4-methoxy-2-(4,5-diphenyl-1H-imidazol-2-yl)phenoxy)zinc
  参考文献：
  名称：

  2-（1H-咪唑-2-基）酚及其中性锌（II）配合物的合成，结构和荧光性质

  摘要：

  一系列的2-（咪唑-2-基）苯酚配位体L1 - L6与一般组合物4-R 4 -5-R 3 -6-R 2 -2-（4,5--R 1，R 1 - 1H -咪唑-2-基）苯酚（L1：R 1 = C 2 H 5，R 2 = R 3 = R 4 = H; L2：R 1 = C 6 H 5，R 2 = R 3 = R 4 = H ; L3：R 1 = C6 H 5，R 3＝ OCH 3，R 2＝ R 4＝ H；L4：R 1＝ C 6 H 5，R 4＝ OCH 3，R 2＝ R 3＝ H；L5：R 1＝ C 6 H 5，R 3＝ H，R 2＝ R 4＝ CH 3；L6：R 1＝ C 6 H 5，R 3＝ H，R 2＝ R 4＝t- Bu）和L7（2，4-二叔丁基-6-（1H-菲[9,10-d]咪唑-2-基）苯酚）及其中性Zn（II）配合物（Z1 - Z7）被合成并通过光谱和元素分析表征。通过单晶X射线衍

  DOI：

  10.1021/ic9008703

文献信息

• Cascade CN and CO bond constructions for the synthesis of dibenzoimidazo[1,4]oxazepines catalyzed by CuI/ <i>o</i> ‐phen
  作者：Zhuo‐Huan Li、Tuan‐Jie Li、Jian‐Quan Liu、Xiang‐Shan Wang

  DOI：10.1002/jhet.3831

  日期：2020.2

  novel method for the synthesis of dibenzo[b,f]imidazo[1,2‐d][1,4]oxazepine derivatives was described via cascade Csp2N and Csp2O bond constructions. It was a crossed double Ullmann reactions using 4,5‐diaryl‐2‐(2‐hydroxylphenyl)‐1H‐imidazole as the double nucleophilic centers in the presence of Cs2CO3, while 1‐bromo‐2‐iodobenzene was used as a substrate catalyzed by CuI and o‐phenanthroline in good

  对于二苯并[合成的新方法b，˚F ]咪唑并[1,2 d ] [1,4]氧氮杂衍生物经由级联CSP描述2  N和CSP 2  O键构造。在Cs 2 CO 3的存在下，使用4,5-二芳基-2-（2-羟基苯基）-1 H-咪唑作为双亲核中心，这是一个交叉的双重Ullmann反应，而使用了1-溴-2-碘苯CuI和邻菲咯啉催化的底物收率高。
• Cyclometallation, steric and electronic tendencies in a series of Pd(II) complex pre-catalysts bearing imidazole–phenol ligands and effects on Suzuki–Miyaura catalytic efficiencies
  作者：Abiodun O. Eseola、Helmar Görls、Joseph A.O. Woods、Winfried Plass

  DOI：10.1016/j.molcata.2015.06.001

  日期：2015.9

  A series of new structurally and electronically diversified palladium complexes derived from seven less sterically crowded 2-(4,5-diinethyl-1H-imidazol-2-yl) pheno1/2-(4,5-diethyl-1H-imidazol-2-yl) phenol ligands and fourteen 2-(4,5-diphenyl-1H-imidazol-2-yl) phenols/2-(1H-phenanthro[9,10-d]imidazol-2-yl) phenols bearing varying degrees of higher steric bulk have been prepared and characterized. While single crystals grown from precipitated products of complexation reactions confirmed the bis-ligand Pd(NO)(2) coordination, few crystals obtained from reaction filtrates involving the 244,5-diphenyl-1H-imidazol-2-yl) phenols provided evidence for formation of N (O) over cap(C) over cap chelation species achieved by cyclometallation. Results from structural analyses and catalytic outcomes generally indicate that desirable variables on the ligand frameworks for obtaining superior catalyst activities either provides hemilabile or sterically strained chelation characters, which would both favour generation of monodentate coordination species at the catalysis temperature. In particular, correlation was observed between tendency for cyclometallation in the palladium complexes and poor Suzuki-Miyaura catalytic prospects. Based on hopeful activity obtained for the complex bearing 4-bromo-2-(4,5-dimethyl-1H-imidazol-2-yl) phenol, it was also concluded that sterically bulky ligand is not a necessity for high coupling efficiency, while presence of potentially cyclometallating substituent moieties in the vicinity of the palladium centre may in fact destroy catalytic prospects. (C) 2015 Elsevier B.V. All rights reserved.