trimethyl((3-phenylpentan-3-yl)oxy)silane | 73341-17-0

• 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: trimethyl((3-phenylpentan-3-yl)oxy)silane
• 英文别名: Trimethyl(3-phenylpentan-3-yloxy)silane
• CAS: 73341-17-0
• 化学式: C₁₄H₂₄OSi
• 分子量: 236.429
• InChiKey: BDGVKGDWRCPQDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.55
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  trimethyl((3-phenylpentan-3-yl)oxy)silane 、 联硼酸频那醇酯 在 (6,6’-dimethoxy-[1,1 ‘-biphenyl]-2,2’-diyl)bis(bis(3 ,5-dimethyl-phenyl)phosphine) 、 [(1,5-cyclooctadiene)(OH)iridium(I)]2 作用下， 以 正己烷 为溶剂， 反应 20.0h， 以35%的产率得到Trimethyl-[3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pentan-3-yloxy]silane
  参考文献：
  名称：

  para-C–H Borylation of Benzene Derivatives by a Bulky Iridium Catalyst

  摘要：

  A highly para-selective aromatic C-H borylation has been accomplished. By a new iridium catalyst bearing a bulky diphosphine ligand, Xyl-MeO-BIPHEP, the C-H borylation of monosubstituted benzenes can be affected with para-selectivity up to 91%. This catalytic system is quite different from the usual iridium catalysts that cannot distinguish meta- and para-C-H bonds of monosubstituted benzene derivatives, resulting in the preferred formation of meta-products. The para-selectivity increases with increasing bulkiness of the substituent on the arene, indicating that the regioselectivity of the present reaction is primarily controlled by steric repulsion between substrate and catalyst. Caramiphen, an anticholinergic drug used in the treatment of Parkinsons disease, was converted into five derivatives via our para-selective borylation. The present [Ir(cod)OH](2)/Xyl-MeO-BIPHEP catalyst represents a unique, sterically controlled, para-selective, aromatic C-H borylation system that should find use in streamlined, predictable chemical synthesis and in the rapid discovery and optimization of pharmaceuticals and materials.

  DOI：

  10.1021/jacs.5b02052
• 作为产物：
  描述：

  1-trimethylsilanyl-propan-1-one 、 碘乙烷 、 苯基锂 生成 trimethyl((3-phenylpentan-3-yl)oxy)silane
  参考文献：
  名称：

  Silyl ketone chemistry. Preparation of siloxyallenyl- and -allyllithium reagents

  摘要：

  DOI：

  10.1021/ja00524a036

文献信息

• REICH H. J.; OLSON R. E., J. AMER. CHEM. SOC., 1980, 102, NO 4, 1423-1424
  作者：REICH H. J.、 OLSON R. E.

  DOI：——

  日期：——