bis(C-phenylglycinato)copper(II) | 16482-63-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: bis(C-phenylglycinato)copper(II)
• CAS: 16482-63-6
• 化学式: C₁₆H₁₆CuN₂O₄
• 分子量: 363.86
• InChiKey: ZDWOEFRFOXWCEI-UBKPKTQASA-L

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

• 作为反应物：
  描述：

  乙酰胺 、 聚合甲醛 、 bis(C-phenylglycinato)copper(II) 、 水 在 NaOH 作用下， 以 水 为溶剂， 以45%的产率得到bis(3-methylacetamido-4-phenyl-oxazolidine-4'-carboxylato)copper(II) 2.5 H2O
  参考文献：
  名称：

  Effect of different α-substituents on the Mannich reaction of copper(II) chelated α-amino acids with formaldehyde and acetamide: X-ray structure of aquabis(3-methylacetamido-5-methyl-oxazolidine-4-carboxylato)-copper(II)

  摘要：

  The reactions of a series of bis(alpha-substituted glycinato)copper(II) complexes, Cu(aa)(2), with formaldehyde and acetamide have been carried out. For Cu(aa)(2) with an activating alpha-alkyl or reactive alpha-hydroxyalkyl substituent, they undergo both aldol-type condensation and Mannich aminomethylation to yield complexes with an oxazolidine-ring and one methylacetamido pendant. The crystal structure of one of these complexes is reported. The Cu(aa)(2) with a non-activating alpha-alkyl substituent is diacetamidomethylated. A proposed mechanism to account for the above differences and an analysis of thermal decomposition data of the two types of complexes are further described. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(02)01434-1

文献信息

• Reactions of a series of bis(α-amino acidato)copper(<scp>ii</scp>) complexes with formaldehyde and benzamide: aldol-type condensation versus Mannich aminomethylation
  作者：Chew Hee Ng、Thiam Seong Chong、Siang Guan Teoh、Farook Adams、Seik Weng Ng

  DOI：10.1039/b202955c

  日期：——

  In the reactions of bis(α-amino acidato)copper(II) with formaldehyde and benzamide, competing processes occur and the preferred pathway depends on the nature and number of the α-carbon substituents of the chelated amino acid, and the pH of the reaction medium. Aldol-type condensation yields complexes with oxazolidine ring(s) while Mannich aminomethylation results in the formation of complexes with N-methylbenzamido pendant arm(s). The crystal structure determination of bis(3-methylbenzamido-5-methyloxazolidine-4-carboxylato)copper(II) dihydrate establishes its formation from a combination of both processes, in which aldol condensation occurs first. The chemistry of these reactions is rationalized with a proposed reaction scheme. The synthesized compounds are characterized by infrared spectroscopy and microanalysis.

  在双（α-氨基酸）铜（II）与甲醛和苯甲酰胺的反应中，会发生竞争过程，首选途径取决于螯合氨基酸的α-碳取代基的性质和数量以及pH值反应介质的。羟醛型缩合产生与恶唑烷环的复合物，而曼尼希氨甲基化导致与N-甲基苯甲酰氨基侧臂形成复合物。双(3-甲基苯甲酰胺基-5-甲基恶唑烷-4-羧基)铜(II)二水合物的晶体结构测定确定其形成过程是两个过程相结合的过程，其中羟醛缩合首先发生。这些反应的化学反应通过所提出的反应方案进行了合理化。通过红外光谱和微量分析对合成的化合物进行了表征。