phenyl(2-(pyridin-2-yl)-4-(trifluoromethyl)phenyl)methanol | 1404120-24-6

• 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: phenyl(2-(pyridin-2-yl)-4-(trifluoromethyl)phenyl)methanol
• 英文别名: Phenyl-[2-pyridin-2-yl-4-(trifluoromethyl)phenyl]methanol；phenyl-[2-pyridin-2-yl-4-(trifluoromethyl)phenyl]methanol
• CAS: 1404120-24-6
• 化学式: C₁₉H₁₄F₃NO
• 分子量: 329.321
• InChiKey: CTLTUNHMBLZBQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  phenyl(2-(pyridin-2-yl)-4-(trifluoromethyl)phenyl)methanol 在 silver hexafluoroantimonate 、 carbonyl(pentamethylcyclopentadienyl)cobalt diiodide 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 32.0h， 生成 2-(pyridin-2-yl)-4-(trifluoromethyl)benzonitrile
  参考文献：
  名称：

  Cobalt(III)-Catalyzed Functionalization of Unstrained Carbon–Carbon Bonds through β-Carbon Cleavage of Alcohols

  摘要：

  We demonstrate that a simple Co(III)-complex can efficiently catalyze the cleavage of unstrained C-C bonds via the beta-carbon elimination of secondary and tertiary alcohols bearing a directing group. The cobalt-aryl intermediate generated under the reaction conditions can be trapped by different electrophiles to generate a new carbon carbon bond. Some essential features of this new Co-based mechanistic manifold were revealed by preliminary mechanistic studies.

  DOI：

  10.1021/acscatal.5b01753

文献信息

• Reductive Cleavage of the C sp 2C sp 3 Bond of Secondary Benzyl Alcohols: Rhodium Catalysis Directed by N-Containing Groups
  作者：Kang Chen、Hu Li、Zhi-Quan Lei、Yang Li、Wen-He Ye、Li-Sheng Zhang、Jian Sun、Zhang-Jie Shi

  DOI：10.1002/anie.201204338

  日期：2012.9.24

  1,1‐Biarylmethanol substrates undergo reductive cleavage of the CC bond in the presence of a cationic RhIII catalyst and H2 (see scheme; DG=directing group). Various functional groups are tolerated in the reaction system. Preliminary studies indicate that a five‐membered rhodacycle intermediate, which then converts into a RhIII hydride species for the reduction, is involved in the catalytic cycle.

  切割松动：1,1- Biarylmethanol基板经历作为C还原裂解 C键在阳离子铑的存在III催化剂和H 2（参见方案; DG =引导组）。在反应系统中可以容忍各种官能团。初步研究表明，五元的rhodocycle中间体参与催化循环，然后将其转化为Rh III氢化物进行还原。