²H-2,6-dimethylphenol | 22100-62-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: ²H-2,6-dimethylphenol
• 英文别名: O-deuterio-2,6-dimethyl-phenol；2,6-Dimethyl-deutero-phenol；2,6-Dimethyl-deuterophenol；2-deuteriooxy-1,3-dimethylbenzene
• CAS: 22100-62-5
• 化学式: C₈H₁₀O
• 分子量: 123.159
• InChiKey: NXXYKOUNUYWIHA-DYCDLGHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  9.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  ²H-2,6-dimethylphenol 、 η⁵-C₅Me₅(1-(2-CH₂C₆H₃-6-methyl)-3-(2,6-dimethylphenyl)imidazol-2-ylidene-1-yl)(hydride)RuSiH2Trip 以 氘代苯 为溶剂， 反应 6.0h， 以72%的产率得到
  参考文献：
  名称：

  Cyclometalated N-Heterocyclic Carbene Complexes of Ruthenium for Access to Electron-Rich Silylene Complexes That Bind the Lewis Acids CuOTf and AgOTf

  摘要：

  The synthesis of the cyclometalated complexes Cp*Ru(IXy-H) (2) [IXy = 1,3-bis(2,6-dimethylphenyl)imidazol-2-ylidene; IXy-H = 1-(2-CH2C6H3-6-methyl)-3-(2,6-dimethylphenyl)imidazol-2-ylidene-1-yl (the deprotonated form of IXy); Cp* = eta(5)-C5Me5] and Cp*Ru(IXy-H)(N-2) (3) was achieved by dehydrochlorination of Cp*Ru(IXy)Cl (1) with KCH2Ph. Complexes 2 and 3 activate primary silanes (RSiH3) to afford the silyl complexes Cp*(IXy-H)(H)RuSiH2R [R = p-Tol (4), Mes (5), Trip (6)]. Density functional theory studies indicated that these complexes are close in energy to the corresponding isomeric silylene species Cp*(IXy)(H)Ru=SiHR. Indeed, reactivity studies indicated that various reagents trap the silylene isomer of 6, Cp*(IXy)(H)Ru=SiHTrip (6a). Thus, benzaldehyde reacts with 6 to give the [2 + 2] cycloaddition product 7, while 4-bromoacetophenone reacts via C-H bond cleavage and formation of the enolate Cp*(IXy)(H)(2)RuSiH[OC(=CH2)C6H4Br]Trip (8). Addition of the O-H bond of 2,6-dimethylphenol across the Ru=Si bond of 6a gives Cp*(IXy)(H)(2)RuSiH(2,6-Me2C6H3O)Trip (9). Interestingly, CuOTf and AgOTf also react with 6 to provide unusual Lewis acid-stabilized silylene complexes in which MOTf bridges the Ru-Si bond. The AgOTf complex, which was crystallographically characterized, exhibits a structure similar to that of [Cp*((Pr3P)-Pr-i)Ru(mu-H)(2)SiHMes](+), with a three-center, two-electron Ru-Ag-Si interaction. Natural bond orbital analysis of the MOTf complexes supported this type of bonding and characterized the donor interaction with Ag (or Cu) as involving a delocalized interaction with contributions from the carbene, silylene, and hydride ligands of Ru.

  DOI：

  10.1021/ja5054237
• 作为产物：
  描述：

  2,6-二甲基苯酚 在 重水 作用下， 生成 ²H-2,6-dimethylphenol
  参考文献：
  名称：

  The Reaction of Acyl Peroxides with Phenols¹

  摘要：

  DOI：

  10.1021/ja01534a058