1-(甲氧基甲基)-2-苯基咪唑 | 112655-31-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-(甲氧基甲基)-2-苯基咪唑
• 英文名称: 1-methoxymethyl-2-phenyl-1H-imidazole
• 英文别名: 1-(methoxymethyl)-2-phenylimidazole；1-(methoxymethyl)-2-phenyl-1H-imidazole
• CAS: 112655-31-9
• 化学式: C₁₁H₁₂N₂O
• 分子量: 188.229
• InChiKey: RLBPGOXMNMWIHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(甲氧基甲基)-2-苯基咪唑 在 四(三苯基膦)钯 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 16.5h， 生成 1-methoxymethyl-5-(4-methylsulfanylphenyl)-2-phenyl-1H-imidazole
  参考文献：
  名称：

  卤代咪唑与芳基硼酸的 Suzuki 交叉偶联反应合成 2,4-二芳基咪唑

  摘要：

  Suzuki 偶联是一种 Pd 催化的硼酸与芳基卤化物的交叉偶联反应，用于制备几种 2,4-二芳基咪唑。碘代和溴代咪唑 (3) 和 (9) 被证明是适合 Suzuki 偶联的芳基卤化物。这些咪唑卤化物在 Suzuki 条件下很容易与苯基硼酸、萘基硼酸和联苯硼酸反应生成芳基化咪唑。

  DOI：

  10.3987/com-05-10445
• 作为产物：
  描述：

  2-苯基咪唑 、 氯甲基甲基醚 在 正丁基锂 作用下， 生成 1-(甲氧基甲基)-2-苯基咪唑
  参考文献：
  名称：

  Syntheses of symmetric .alpha.,.alpha.,.alpha.-tris(imidazolylmethyl)acetonitriles: a new class of tripod M2+-chelating ligands

  摘要：

  DOI：

  10.1021/jo00267a038

文献信息

• Ruthenium piano-stool complexes bearing imidazole-based PN ligands
  作者：Peter C. Kunz、Indre Thiel、Anna Louisa Noffke、Guido J. Reiß、Fabian Mohr、Bernhard Spingler

  DOI：10.1016/j.jorganchem.2011.10.006

  日期：2012.1

  cyclopentadienyl ruthenium(II) with imidazole-based PN ligands have been synthesized starting from the precursor complexes [CpRu(C10H8)]PF6, [CpRu(NCMe)3]PF6 and [CpRu(PPh3)2Cl]. PN ligands used are imidazol-2-yl, -4-yl and -5-yl phosphines. Depending on the ligand and precursor different types of coordination modes were observed; in the case of polyimidazolyl PN ligands these were κ1P-monodentate, κ2P,N-, κ2N,N-

  从前体复合物[CpRu（C 10 H 8）] PF 6，[CpRu（NCMe）3 ] PF 6和[ CpRu（PPh 3）2 Cl]。所用的PN配体是咪唑-2-基，-4-基和-5-基膦。 取决于配体和前体，观察到不同类型的配位模式。在polyimidazolyl PN的情况下配体这些都是κ 1个P -monodentate，κ 2 P，N - ，κ 2 N，N- -和κ 3 N，N，N- -螯合剂和μ-κ P：κ 2 N，N-桥接。的固态结构[CPRU（1A）2 CL]·H 2 O（5 。 ħ 2 O）和[CPRU（μ-κ 2 -N，N- κ ' 1 -P -图2b）} 2 ] （C 6H 5 PO 3 H）2（C 6 H 5 PO 3 H 2）2也是确定的[CpRu（2b）} 2 ]（PF 6）2的水解产物。2CH 3 CN（7b中。 2CH 3 CN）进行了测定（1A  =咪唑-2-
• Syntheses of symmetric .alpha.,.alpha.,.alpha.-tris(imidazolylmethyl)acetonitriles: a new class of tripod M2+-chelating ligands
  作者：T. S. Manoharan、R. S. Brown

  DOI：10.1021/jo00267a038

  日期：1989.3
• MANOHARAN, T. S.;BROWN, R. S., J. ORG. CHEM., 54,(1989) N, C. 1439-1442
  作者：MANOHARAN, T. S.、BROWN, R. S.

  DOI：——

  日期：——
• Gold(I) Catalysts with Bifunctional P, N Ligands
  作者：Corinna Wetzel、Peter C. Kunz、Indre Thiel、Bernhard Spingler

  DOI：10.1021/ic2011259

  日期：2011.8.15

  A series of phosphanes with imidazolyl substituents were prepared as hemilabile PN ligands. The corresponding gold(I) complexes were tested as bifunctional catalysts in the Markovnikov hydration of 1-octyne, as well as in the synthesis of propargylamines by the three component coupling reaction of piperidine, benzaldehyde, and phenylacetylene. While the activity in the hydration of 1-octyne was low, the complexes are potent catalysts for the three component coupling reaction. In homogeneous solution the conversions to the respective propargylamine were considerably higher than under aqueous biphasic conditions. The connectivity of the imidazolyl substituents to the phosphorus atom, their substitution pattern, as well as the number of heteroaromatic substituents have pronounced effects on the catalytic activity of the corresponding gold(I) complexes. Furthermore, formation of polymetallic species with Au-2, Au-3, and Au-4 units has been observed and the solid-state structures of the compounds [(5)(2)Au3Cl2]Cl and [(3c)(2)Au4Cl2]Cl-2 (3c = tris(2-isopropylimidazol-4(5)-yl phosphane, 5 = 2-tert-butylimidazol-4(5)-yldiphenyl phosphane) were determined. The gold(I) complexes of imidazol-2-yl phosphane ligands proved to be a novel source for bis(NHC)gold(I) complexes (NHC = N-heterocyclic carbene).
• Synthesis of 2,4-Diarylimidazoles through Suzuki Cross-coupling Reactions of Imidazole Halides with Arylboronic Acids
  作者：Thomas Erker、Ingo Langhammer

  DOI：10.3987/com-05-10445

  日期：——

  The Suzuki coupling, a Pd-catalyzed cross-coupling reaction of a boronic acid with an aryl halide, was used to prepare several 2,4-diarylimidazoles. lodinated and brominated imidazoles (3) and (9) proved to be suitable aryl halides for Suzuki coupling. These imidazole halides readily reacted with phenyl-, naphthyl- and biphenylboronic acids under Suzuki conditions to give arylated imidazoles.

  Suzuki 偶联是一种 Pd 催化的硼酸与芳基卤化物的交叉偶联反应，用于制备几种 2,4-二芳基咪唑。碘代和溴代咪唑 (3) 和 (9) 被证明是适合 Suzuki 偶联的芳基卤化物。这些咪唑卤化物在 Suzuki 条件下很容易与苯基硼酸、萘基硼酸和联苯硼酸反应生成芳基化咪唑。