2-methoxymethoxy-biphenyl-3-yl-boronic acid | 115237-65-5

• 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: 2-methoxymethoxy-biphenyl-3-yl-boronic acid
• 英文别名: [2-(Methoxymethoxy)-3-phenylphenyl]boronic acid
• CAS: 115237-65-5
• 化学式: C₁₄H₁₅BO₄
• 分子量: 258.082
• InChiKey: GGGBMKZUFPEDPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.02
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxymethoxy-biphenyl-3-yl-boronic acid 在 钯 碳酸氢钠 作用下， 生成 [2-[2-(diethylcarbamoyl)phenyl]-6-[2-(methoxymethoxy)-3-phenylphenyl]phenyl] N,N-diethylcarbamate
  参考文献：
  名称：

  Synthetic connections to the aromatic directed metalation reaction. Iterative ortho metalation-cross coupling tactics for the construction of polyphenyls

  摘要：

  DOI：

  10.1016/s0040-4039(00)95600-4
• 作为产物：
  描述：

  1-(甲氧基甲氧基)-2-苯基苯 、 三溴化硼 、 二氯甲烷 生成 2-methoxymethoxy-biphenyl-3-yl-boronic acid
  参考文献：
  名称：

  SHARP, M. J.;CHENG, W.;SNIECKUS, V., TETRAHEDRON LETT., 28,(1987) N 43, 5093-5096

  摘要：

  DOI：

文献信息

• Directed ortho metalation - suzuki cross coupling connections. Convenient regiospecific routes to functionalized m- and p-teraryls and m-quinquearyls
  作者：Cathleen M. Unrau、Michael G. Campbell、Victor Snieckus

  DOI：10.1016/s0040-4039(00)78854-x

  日期：1992.5

  Rapid access to a variety of substituted m- and p- teraryls and m- quinquearyls (Table) via Pd-catalyzed, one-pot, sequential and 1:2 cross coupling of aryl halides with aryl boronic acids, both available by metal-halogen exchange or directed ortho metalation tactics, is described.
• Receptors for oxo acids: effects of intra-ion-pair hydrogen bonding on acid-base equilibria
  作者：Kei Manabe、Kimio Okamura、Tadamasa Date、Kenji Koga

  DOI：10.1021/jo00076a031

  日期：1993.11

  Receptor molecules 1-3 containing a quinoline unit and hydroxyl groups were synthesized, and their properties in salt formation with oxo acids such as p-toluenesulfonic acid (TsOH) and methyl phenylphosphonate (MPP) were studied by using H-1 NMR spectroscopy. In CDCl3 solution the salt formation of the receptors with TsOH or MPP is enhanced by hydrogen bonds between the hydroxyl groups and the counteranion. The salt-formation enhancement of 1 over 2 suggests the presence of multiple interactions. The X-ray structure of 1.MPP.(acetone)2 confirms that three hydrogen-bonding interactions stabilize the salt. In the salt formation of 5-(dimethylamino)quinoline derivative 3, the hydroxyl groups also affect the relative basicity of the basic nitrogens in 3. The results described here emphasize that acid-base equilibria in apolar solvents are significantly affected by intra-ion-pair hydrogen bonding (i.e., hydrogen bonding within a contact ion pair).
• CHENG, W.;SNIECKUS, V., TETRAHEDRON LETT., 28,(1987) N 43, 5097-5098
  作者：CHENG, W.、SNIECKUS, V.

  DOI：——

  日期：——
• SHARP, M. J.;CHENG, W.;SNIECKUS, V., TETRAHEDRON LETT., 28,(1987) N 43, 5093-5096
  作者：SHARP, M. J.、CHENG, W.、SNIECKUS, V.

  DOI：——

  日期：——
• Synthetic connections to the aromatic directed metalation reaction. Iterative ortho metalation-cross coupling tactics for the construction of polyphenyls
  作者：W. Cheng、V. Snieckus

  DOI：10.1016/s0040-4039(00)95600-4

  日期：——