| 220342-04-1

• CAS: 220342-04-1
• 化学式: C₂₄H₄₁BN₆Zn
• 分子量: 489.831
• InChiKey: LGKUCGXOMXJZBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  、 苯酚 以 苯 为溶剂， 以53%的产率得到
  参考文献：
  名称：

  Factors Influencing the Thermodynamics of Zinc Alkoxide Formation by Alcoholysis of the Terminal Hydroxide Complex, [Tp^But,Me]ZnOH:  An Experimental and Theoretical Study Relevant to the Mechanism of Action of Liver Alcohol Dehydrogenase

  摘要：

  The factors that influence the formation of a tetrahedral alkoxide complex related to a critical intermediate of the catalytic cycle of liver alcohol dehydrogenase have been probed by a combined experimental and computational investigation of the reactions of the tris(pyrazolyl)hydroborato zinc hydroxide complexes [Tp(RR')]ZnOH with alcohols. The study demonstrates that zinc alkoxide formation is electronically favored by incorporation of electron-withdrawing substituents in the alcohol but is sterically disfavored for bulky alkoxides. A computational analysis indicates that these trends are a result of homolytic Zn-OR and Zn-OAr BDEs being more sensitive to the nature of R and Ar than are the corresponding H-OR and H-OAr BDEs. Thus, electron-withdrawing substituents increase Zn-OAr bond energies to a greater extent than H-OAr bond energies, while bulky substituents decrease Zn-OR bond energies to a greater extent than H-OR bond energies. With the exception of derivatives of acidic alcohols (e.g., nitrophenol), the zinc alkoxide complexes [TpRR'] ZnOR are very unstable toward hydrolysis, This hydrolytic instability of simple zinc alkoxide complexes suggests that the active site environment of LADH plays an important role in stabilizing the alkoxide intermediate, possibly via hydrogen-bonding interactions.

  DOI：

  10.1021/ja002286d
• 作为产物：
  描述：

  tris(3-tert-butyl-5-methylpyrazolyl)hydroborato zinc hydroxide 以 氘代苯 、 苯 为溶剂， 反应 18.0h， 生成
  参考文献：
  名称：

  由氢氧化物衍生物[Tp Bu t，Me TpBut，Me ] ZnOH合成末端氢化锌化合物[Tp Bu t，Me TpBut，Me ] ZnH ：与氟化物络合物[Tp Bu t，Me TpBut ，我] ZnF

  摘要：

  末端氢化锌配合物[Tp Bu t，Me TpBut，Me ] ZnH可以通过与H 3 NBH 3反应，方便地从氢氧化物衍生物[Tp Bu t，Me TpBut，Me ] ZnOH中获得。氢化锌配合物[Tp Bu t，Me TpBut，Me ] ZnH具有反应性，并且Zn–H键经历（i）插入CO 2生成甲酸盐配合物[Tp Bu t，Me TpBut，Me ] Zn（κ 1 –O 2 CH），（ii）用Me 3 SiOH进行蛋白水解，得到[Tp Bu t，Me TpBut，Me ] ZnOSiMe 3，和（iii）与Me 3 SnF复分解形成氟化锌衍生物[Tp Bu t，Me TpBut，Me ] ZnF。氟化物衍生物也可以通过[Tp Bu t，Me TpBut，Me ] ZnOH与[Me 3 O] [BF 4 ]或Me 3 SnF反应生成，也可以转化回[Tp Bu t，Me用H 3 NBH 3或（MeO）3

  DOI：

  10.1016/j.poly.2015.10.010

文献信息

• Modeling the Catalytic Cycle of Liver Alcohol Dehydrogenase:  Synthesis and Structural Characterization of a Four-Coordinate Zinc Ethoxide Complex and Determination of Relative Zn−OR <i>versus</i> Zn−OH Bond Energies
  作者：Catherine Bergquist、Gerard Parkin

  DOI：10.1021/ic981267q

  日期：1999.2.1

  Relative Zn-OR (R = H, Me, Et, Bu-t) heterolytic bond energies, of relevance to the catalytic cycle of liver alcohol dehydrogenase (LADH), have been determined by studying a series of alkoxide exchange equilibria. The alkoxides [Tp(But,Me)]ZnOR also undergo "hydride" transfer reactions which are related to the mechanism of action of LADH.