(Me2NCH2CH2O)2SnCl2 | 951386-25-7

• 英文名称: (Me2NCH2CH2O)2SnCl2
• CAS: 951386-25-7
• 化学式: C₈H₂₀Cl₂N₂O₂Sn
• 分子量: 365.875
• InChiKey: RGVMDMQQHOGGOH-UHFFFAOYSA-L

计算性质

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

反应信息

• 作为产物：
  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

文献信息

• An Unusual Reaction of (β‐Dimethylaminoethoxy)triethyltin with Phenyltin Trichloride. The First X‐ray Structural Evidence of the Existence of Complexes R ₂ SnXY·R ₂ SnXY (R = Alkyl, Aryl; X, Y = Hal, OR, X ≠ Y) Both as Unsymmetrical Adducts [R ₂ SnX ₂ ·R ₂ SnY ₂ ] and Symmetrical Dimers [R ₂ SnXY] ₂
  作者：Ivan A. Portnyagin、Mikhail S. Nechaev、Victor N. Khrustalev、Nikolay N. Zemlyansky、Irina V. Borisova、Mikhail Yu. Antipin、Yuri A. Ustynyuk、Valery V. Lunin

  DOI：10.1002/ejic.200600527

  日期：2006.11

  have ligands other than β-dimethylaminoethoxy and could be considered as “organotin analogs of Grignard reagents” have symmetrical dimeric structures, i.e., can be formulated as [Bu2Sn(OMe)(OAc)]2 and [Et2Sn(OMe)Cl]2, respectively. Both types of structures, viz., unsymmetrical adduct (2) and symmetrical dimer (5, 6), have been characterized by X-ray diffraction analysis. (© Wiley-VCH Verlag GmbH & Co

  PhSnCl3 与 [Et3Sn(OCH2CH2NMe2)] 的取代基交换反应出乎意料地产生了不对称加合物 [Ph2SnCl2·Ph2Sn(OCH2CH2NMe2)2] (2)。首次明确证明 RSnX3 型化合物能够进行烃取代基再分布反应。类似的锡配合物 [Et2SnCl2·Et2Sn(OMe)2] (5) 和 [Bu2Sn(OAc)2·Bu2Sn(OMe)2] (6)，它们具有除 β-二甲氨基乙氧基以外的配体，可被视为“有机锡类似物”格氏试剂”具有对称的二聚体结构，即可以分别表示为 [Bu2Sn(OMe)(OAc)]2 和 [Et2Sn(OMe)Cl]2。两种类型的结构，即不对称加合物 (2) 和对称二聚体 (5, 6)，都已通过 X 射线衍射分析进行了表征。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)