(5-methyl-1H-imidazol-4-yl)methoxy-triphenylsilane | 1234388-36-3

• 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: (5-methyl-1H-imidazol-4-yl)methoxy-triphenylsilane
• CAS: 1234388-36-3
• 化学式: C₂₃H₂₂N₂OSi
• 分子量: 370.526
• InChiKey: QPAVDGLZLCFMFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  37.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-羟甲基-5-甲基咪唑 、 三苯基氯硅烷 以 乙腈 为溶剂， 反应 24.0h， 以81%的产率得到(5-methyl-1H-imidazol-4-yl)methoxy-triphenylsilane
  参考文献：
  名称：

  Synthesis and characterization of imidazole–triphenylsilane complexes

  摘要：

  Three imidazole-based triphenylsilane complexes were synthesized as preliminary model complexes to those that have been proposed as intermediates during the enzymatic biomineralization of silica by certain sponges. The active site of the enzyme includes histidine-serine moieties that appear to be vital to functionality. The model compounds include ligands that are bound to the silicon via a Si-O-C linkage and have a potentially chelating imidazole ring. Synthesis of these compounds was achieved by reaction of triphenylchlorosilane with two equivalents of ligand, one equivalent acting as a base for the HCl generated during the reaction. The compounds are highly reactive toward hydrolysis and were characterized by NMR, MS, elemental analysis, and X-ray crystallography. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.03.005

文献信息

• Synthesis and characterization of imidazole–triphenylsilane complexes
  作者：Tatiana Eliseeva、Matthew J. Panzner、Willey J. Youngs、Claire A. Tessier

  DOI：10.1016/j.jorganchem.2010.03.005

  日期：2010.5

  Three imidazole-based triphenylsilane complexes were synthesized as preliminary model complexes to those that have been proposed as intermediates during the enzymatic biomineralization of silica by certain sponges. The active site of the enzyme includes histidine-serine moieties that appear to be vital to functionality. The model compounds include ligands that are bound to the silicon via a Si-O-C linkage and have a potentially chelating imidazole ring. Synthesis of these compounds was achieved by reaction of triphenylchlorosilane with two equivalents of ligand, one equivalent acting as a base for the HCl generated during the reaction. The compounds are highly reactive toward hydrolysis and were characterized by NMR, MS, elemental analysis, and X-ray crystallography. (C) 2010 Elsevier B.V. All rights reserved.