2-[oxy(diphenyl)methyl]-8-hydroxyquinoline

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[oxy(diphenyl)methyl]-8-hydroxyquinoline
• 英文别名: 2-[hydroxy(diphenyl)methyl]-8-hydroxyquinoline；2-(hydroxydiphenylmethyl)quinolin-8-ol；2-(alpha,alpha-Diphenylhydroxymethyl)-8-hydroxyquinoline；2-[hydroxy(diphenyl)methyl]quinolin-8-ol
• 化学式: C₂₂H₁₇NO₂
• 分子量: 327.382
• InChiKey: ZGVVYDRHAHMXQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二异丙氧基二氯化钛 、 2-[oxy(diphenyl)methyl]-8-hydroxyquinoline 以 甲苯 为溶剂， 反应 2.0h， 以75%的产率得到
  参考文献：
  名称：

  烯烃与含有茂金属与氧喹啉基配体的金属茂后催化剂聚合

  摘要：

  乙烯，丙烯，高级1-烯烃（1-己烯，1-辛烯，1-癸烯，乙烯基环己烷，3-甲基-1-丁烯）的聚合反应，以及乙烯与1-辛烯与后茂金属的共聚反应催化剂，含Ti的氧喹啉基配合物以及Al（C 2 H 5）2 Cl和Mg（C 4 H 9）2的组合作为助催化剂进行了研究。该催化剂是高活性的，从聚合物的宽分子量分布来看，它包含几个活性中心种群。活性中心不仅在动力学参数上不同，而且在立体特异性上也不同。大部分活性中心基本上生产无规聚丙烯，但一小部分中心生产等规立构度中等的聚丙烯。©2017 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2017年，55，1844年至1854年

  DOI：

  10.1002/pola.28549
• 作为产物：
  描述：

  2-(Diphenylmethyl)-8-hydroxyquinoline 在 potassium tert-butylate 、 二甲基亚砜 作用下， 反应 1.0h， 以88%的产率得到2-[oxy(diphenyl)methyl]-8-hydroxyquinoline
  参考文献：
  名称：

  Transition-Metal Free Chemoselective Hydroxylation and Hydroxylation–Deuteration of Heterobenzylic Methylenes

  摘要：

  We developed an approach for direct selective hydroxylation of heterobenzylic methylenes to secondary alcohols avoiding overoxidation to ketones by using a KOBu-t/DMSO/air system. Most reactions could reach completion in several minutes to give hydroxylated products in 41-76% yields. Using DMSO-d6, this protocol resulted in difunctionalization of heterobenzylic methylenes to afford α-deuterated secondary alcohols (>93% incorporation). By employing this method, active pharmaceutical ingredients carbinoxamine and doxylamine were synthesized in two steps in moderate yields.

  DOI：

  10.1021/acs.orglett.0c03108

文献信息

• Oligomerization of higher olefins and alkylation of toluene catalyzed by 2-[hydroxy(diaryl)methyl]-8-hydroxyquinoline oxovanadium(v) complexes
  作者：N. A. Kolosov、V. A. Tuskaev、S. Ch. Gagieva、O. V. Polyakova、A. I. Sizov、B. M. Bulychev

  DOI：10.1007/s11172-016-1648-9

  日期：2016.11

  New oxovanadium(V) complexes with 2-[hydroxy(diaryl)methyl]-8-hydroxyquinoline ligands were synthesized. These compounds were found to be efficient tandem catalysts of oligomerization of hex-1-ene and alkylation of toluene, which leads to the mixture of hexyl-, dihexyl-, and trihexyltoluenes with the conversion of the starting alkene more than 99%.

  合成了具有 2-[羟基(二芳基)甲基]-8-羟基喹啉配体的新氧钒 (V) 配合物。发现这些化合物是己-1-烯低聚和甲苯烷基化的有效串联催化剂，这导致己基甲苯、二己基甲苯和三己基甲苯的混合物，起始烯烃的转化率超过 99%。
• Transition-Metal Free Chemoselective Hydroxylation and Hydroxylation–Deuteration of Heterobenzylic Methylenes
  作者：Yonghai Liu、Yang Yu、Chengyu Sun、Yiwei Fu、Zhiguo Mang、Lei Shi、Hao Li

  DOI：10.1021/acs.orglett.0c03108

  日期：2020.10.16

  We developed an approach for direct selective hydroxylation of heterobenzylic methylenes to secondary alcohols avoiding overoxidation to ketones by using a KOBu-t/DMSO/air system. Most reactions could reach completion in several minutes to give hydroxylated products in 41-76% yields. Using DMSO-d6, this protocol resulted in difunctionalization of heterobenzylic methylenes to afford α-deuterated secondary alcohols (>93% incorporation). By employing this method, active pharmaceutical ingredients carbinoxamine and doxylamine were synthesized in two steps in moderate yields.
• Polymerization of alkenes with a post-metallocene catalyst containing a titanium complex with an oxyquinolinyl ligand
  作者：Laura А. Rishina、Yury V. Kissin、Svetlana S. Lalayan、Svetlana Ch. Gagieva、Vladislav А. Тuskaev、Vadim G. Krasheninnikov

  DOI：10.1002/pola.28549

  日期：2017.6.1

  Polymerization reactions of ethylene, propylene, higher 1‐alkenes (1‐hexene, 1‐octene, 1‐decene, vinyl cyclohexane, 3‐methyl‐1‐butene), and copolymerization reactions of ethylene with 1‐octene with a post‐metallocene catalyst containing an oxyquinolinyl complex of Ti and a combination of Al(C2H5)2Cl and Mg(C4H9)2 as a cocatalyst were studied. The catalyst is highly active and, judging by the broad

  乙烯，丙烯，高级1-烯烃（1-己烯，1-辛烯，1-癸烯，乙烯基环己烷，3-甲基-1-丁烯）的聚合反应，以及乙烯与1-辛烯与后茂金属的共聚反应催化剂，含Ti的氧喹啉基配合物以及Al（C 2 H 5）2 Cl和Mg（C 4 H 9）2的组合作为助催化剂进行了研究。该催化剂是高活性的，从聚合物的宽分子量分布来看，它包含几个活性中心种群。活性中心不仅在动力学参数上不同，而且在立体特异性上也不同。大部分活性中心基本上生产无规聚丙烯，但一小部分中心生产等规立构度中等的聚丙烯。©2017 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2017年，55，1844年至1854年