bis[(N-methyl)acetamidomethyl]dibromogermane | 609306-84-5

• 英文名称: bis[(N-methyl)acetamidomethyl]dibromogermane
• CAS: 609306-84-5；609340-45-6；609340-46-7；609340-47-8；609340-49-0
• 化学式: C₈H₁₆Br₂GeN₂O₂
• 分子量: 404.625
• InChiKey: JVOCKOITMVOEQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 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：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  bis(bromomethyl)dibromogermane 、 N-甲基-N-(三甲基硅基)乙酰胺 以 邻二甲苯 为溶剂， 以68%的产率得到bis[(N-methyl)acetamidomethyl]dibromogermane
  参考文献：
  名称：

  Stereochemical rearrangements of dibromides of hexacoordinated germanium containing amidomethyl and lactamomethyl chelate ligands

  摘要：

  For the first time a slow (on the NMR time scale) dynamic exchange between two diastereomers of hexacoordinated dibromogermanes containing two amidomethyl and lactamomethyl C,O-chelate ligands has been observed at room temperature in solution. The influence of temperature and solvent on the ratio of diastereomers was studied. At higher temperatures only one set of signals of the products were detected in the NMR spectra. Based on the dynamic NMR and quantum-chemical calculations (ab initio FR 3-21G), as well as on the structures determined for these compounds in the solid state, a cis-configuration of monodentate ligands was proposed for one of the diastereomers and an all-trans-configuration for the other. At low temperatures interconversion of enantiomers in the cis-diastereomer was observed. In the case of bis[(N-methylacetamido)methyl]dibromogermane the activation and thermodynamic parameters of enantiomerization (DeltaG(298)(#) 12.0+/-0.1 kcal mol(-1), DeltaH(#) 10.7+/-0.3 kcal mol(-1), DeltaS(#) -4.6+/-2.5 cal mol(-1) K-1) and diastereomeric exchange OcCtBrcreversible arrowOtCtBrt (DeltaG(298)(#), 15.0+/-0.1 kcal mol(-1); DeltaH(#) 0.1+/-0.8 kcal mol(-1); DeltaS(#) -50.0+/-5.8 cal mol(-1) K-1; DeltaG(298)degrees -0.2+/-0.1 kcal mol(-1); DeltaHdegrees -0.8+/-0.8 kcal mol(-1); DeltaSdegrees -2.6+/-1.0 cal mol(-1) K-1) were determined. (C) 2003 Published by Elsevier Science B.V.

  DOI：

  10.1016/s0022-328x(03)00395-4