n-BuSn(OCH2CH2NMe2)2Cl | 1104076-74-5

• 英文名称: n-BuSn(OCH2CH2NMe2)2Cl
• CAS: 1104076-74-5
• 化学式: C₁₂H₂₉ClN₂O₂Sn
• 分子量: 387.537
• InChiKey: KWWUCGJGFZUZPO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  n-BuSn(OCH2CH2NMe2)2Cl 、 苯基三氯化锡 以 四氢呋喃 为溶剂， 生成 (Me2NCH2CH2O)2SnCl2 、 butylphenyltin dichloride
  参考文献：
  名称：

  Reverse Kocheshkov reaction – Redistribution reactions between RSn(OCH2CH2NMe2)2Cl (R=Alk, Ar) and PhSnCl3: Experimental and DFT study

  摘要：

  A series of organotin compounds bearing two intramolecular N -> Sn coordination bonds RSn(OCH2CH2NMe2)(2)Cl (R = Me (4), n-Bu (5), Mes (6)) were synthesized in good yields. These compounds as well as 2 (R = Ph) react with PhSnCl3 to give redistribution products RPhSnCl2 and (Me2NCH2CH2O)(2)SnCl2 (3). The direction of redistribution reactions is reverse to Kocheshkov reaction. DFT calculations have shown that the driving force of the reactions is formation of intramolecular N? Sn coordination bonds in (RO)(2)SnCl2 (3), the Lewis acid stronger than RSn(OR)(2)Cl (2, 4-6). The mechanism of the redistribution reaction between 2 and PhSnCl3 consists of two steps: (1) initial exchange of OCH2CH2NMe2 and Cl to give PhSn(OCH2CH2NMe2)Cl-2 (7) followed by (2). Ph and OCH2CH2NMe2 exchange. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.09.043
• 作为产物：
  描述：

  丁基三氯化锡 、 三氯甲基锡 以 四氢呋喃 为溶剂， 以68%的产率得到n-BuSn(OCH2CH2NMe2)2Cl
  参考文献：
  名称：

  Reverse Kocheshkov reaction – Redistribution reactions between RSn(OCH2CH2NMe2)2Cl (R=Alk, Ar) and PhSnCl3: Experimental and DFT study

  摘要：

  A series of organotin compounds bearing two intramolecular N -> Sn coordination bonds RSn(OCH2CH2NMe2)(2)Cl (R = Me (4), n-Bu (5), Mes (6)) were synthesized in good yields. These compounds as well as 2 (R = Ph) react with PhSnCl3 to give redistribution products RPhSnCl2 and (Me2NCH2CH2O)(2)SnCl2 (3). The direction of redistribution reactions is reverse to Kocheshkov reaction. DFT calculations have shown that the driving force of the reactions is formation of intramolecular N? Sn coordination bonds in (RO)(2)SnCl2 (3), the Lewis acid stronger than RSn(OR)(2)Cl (2, 4-6). The mechanism of the redistribution reaction between 2 and PhSnCl3 consists of two steps: (1) initial exchange of OCH2CH2NMe2 and Cl to give PhSn(OCH2CH2NMe2)Cl-2 (7) followed by (2). Ph and OCH2CH2NMe2 exchange. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.09.043