4-(二甲基硅烷基)吡啶 | 391624-25-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 4-(二甲基硅烷基)吡啶
• 英文名称: dimethyl(4-pyridyl)silane
• 英文别名: 4-(dimethylsilyl)pyridine；4-pyridyldimethylsilane；Pyridine, 4-(dimethylsilyl)-；dimethyl(pyridin-4-yl)silane
• CAS: 391624-25-2
• 化学式: C₇H₁₁NSi
• 分子量: 137.257
• InChiKey: PBUWZTNTLDMHSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.78
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(二甲基硅烷基)吡啶 在 palladium hydroxide, 20 wt% on carbon 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 1,3-bis(4-pyridyl)tetramethyldisiloxane
  参考文献：
  名称：

  Bis(pyridyl)siloxane–Pd(II) complex catalyzed oxidation of alcohol to aldehyde: Effect of ligand tethering on catalytic activity and deactivation behavior

  摘要：

  A series of oligomeric methylsiloxane compounds functionalized with pyridyl groups was synthesized and used as ligands in the aerobic Pd(OAc)(2)-catalyzed oxidation of benzyl alcohol to benzaldehyde at 353 K. The effect of tethering two pyridine ligands at the terminal positions of linear siloxanes of varying length was systematically investigated, as was the effect of the attachment point of the pyridine ring (meta or para). It was found that meta-substituted pyridylsiloxanes were generally more effective in protecting the catalyst against Pd agglomeration. For this purpose, the optimal meta-pyridylsiloxane ligands had 4-6 silicon atoms or 10 silicon atoms for para-pyridylsiloxane ligands. The metal-ligand binding properties were used to interpret the catalytic behavior, and the ability of the catalyst stability correlated with ability of the bis-pyridyl ligand to form a mononuclear cyclic complex with Pd. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2010.09.008
• 作为产物：
  描述：

  二甲基一氯硅烷 、 4-溴吡啶盐酸盐 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 以78%的产率得到4-(二甲基硅烷基)吡啶
  参考文献：
  名称：

  使用二甲基（吡啶基）硅烷的烯烃和炔烃的金属催化氢化硅烷化。

  摘要：

  描述了使用二甲基（吡啶基）硅烷的烯烃和炔烃的金属催化的氢化硅烷化。使用二甲基（2-吡啶基）硅烷（2-PyMe（2）SiH）进行的烯烃氢化硅烷化在催化量的RhCl（PPh（3））（3）的存在下几乎完全区域选择性地进行得很好。通过利用2-PyMe（2）Si基团的相标签属性，通过简单的酸碱提取，氢化硅烷化产物的纯度大于95％。还证明了催化剂的战略性回收。使用2-PyMe（2）SiH的炔烃的氢化硅烷化与Pt（CH（2）= CHSiMe（2））（2）O / P（t-Bu）（3）催化剂进行，得到烯基二甲基（2-吡啶基）硅烷，产率高，区域选择性高。还进行了2-PyMe（2）SiH与其他相关的氢硅烷（3-PyMe（2）SiH，4-PyMe（2）SiH和PhMe（2）SiH）的反应性比较。在铑催化的反应中，氢硅烷的反应顺序为2-PyMe（2）SiH >> 3-PyMe（2）SiH，4-PyMe（2）SiH，

  DOI：

  10.1021/jo0163389

文献信息

• Metal-Catalyzed Hydrosilylation of Alkenes and Alkynes Using Dimethyl(pyridyl)silane
  作者：Kenichiro Itami、Koichi Mitsudo、Akira Nishino、Jun-ichi Yoshida

  DOI：10.1021/jo0163389

  日期：2002.4.1

  Metal-catalyzed hydrosilylation of alkenes and alkynes using dimethyl(pyridyl)silane is described. The hydrosilylation of alkenes using dimethyl(2-pyridyl)silane (2-PyMe(2)SiH) proceeded well in the presence of a catalytic amount of RhCl(PPh(3))(3) with virtually complete regioselectivity. By taking advantage of the phase tag property of the 2-PyMe(2)Si group, hydrosilylation products were isolated

  描述了使用二甲基（吡啶基）硅烷的烯烃和炔烃的金属催化的氢化硅烷化。使用二甲基（2-吡啶基）硅烷（2-PyMe（2）SiH）进行的烯烃氢化硅烷化在催化量的RhCl（PPh（3））（3）的存在下几乎完全区域选择性地进行得很好。通过利用2-PyMe（2）Si基团的相标签属性，通过简单的酸碱提取，氢化硅烷化产物的纯度大于95％。还证明了催化剂的战略性回收。使用2-PyMe（2）SiH的炔烃的氢化硅烷化与Pt（CH（2）= CHSiMe（2））（2）O / P（t-Bu）（3）催化剂进行，得到烯基二甲基（2-吡啶基）硅烷，产率高，区域选择性高。还进行了2-PyMe（2）SiH与其他相关的氢硅烷（3-PyMe（2）SiH，4-PyMe（2）SiH和PhMe（2）SiH）的反应性比较。在铑催化的反应中，氢硅烷的反应顺序为2-PyMe（2）SiH >> 3-PyMe（2）SiH，4-PyMe（2）SiH，
• Nitrogen-Neighbored Single-Cobalt Sites Enable Heterogeneous Oxidase-Type Catalysis
  作者：Qi Zhang、Mi Peng、Zirui Gao、Wendi Guo、Zehui Sun、Yi Zhao、Wu Zhou、Meng Wang、Bingbao Mei、Xian-Long Du、Zheng Jiang、Wei Sun、Chao Liu、Yifeng Zhu、Yong-Mei Liu、He-Yong He、Zhen Hua Li、Ding Ma、Yong Cao

  DOI：10.1021/jacs.2c12586

  日期：——
• Bis(pyridyl)siloxane–Pd(II) complex catalyzed oxidation of alcohol to aldehyde: Effect of ligand tethering on catalytic activity and deactivation behavior
  作者：Michael N. Missaghi、John. M. Galloway、Harold H. Kung

  DOI：10.1016/j.apcata.2010.09.008

  日期：2011.1

  A series of oligomeric methylsiloxane compounds functionalized with pyridyl groups was synthesized and used as ligands in the aerobic Pd(OAc)(2)-catalyzed oxidation of benzyl alcohol to benzaldehyde at 353 K. The effect of tethering two pyridine ligands at the terminal positions of linear siloxanes of varying length was systematically investigated, as was the effect of the attachment point of the pyridine ring (meta or para). It was found that meta-substituted pyridylsiloxanes were generally more effective in protecting the catalyst against Pd agglomeration. For this purpose, the optimal meta-pyridylsiloxane ligands had 4-6 silicon atoms or 10 silicon atoms for para-pyridylsiloxane ligands. The metal-ligand binding properties were used to interpret the catalytic behavior, and the ability of the catalyst stability correlated with ability of the bis-pyridyl ligand to form a mononuclear cyclic complex with Pd. (C) 2010 Elsevier B.V. All rights reserved.