trans-bis(amino acidato)copper(II) complex of L-alanine

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: trans-bis(amino acidato)copper(II) complex of L-alanine
• 英文别名: CuAla₂；Cu(alanine₎₂；bis(L-alaninato)copper(II)；copper(II) alaninate；bis(S-alaninato)copper(II)；Cu(L-alanine(-H))2；[Cu(L-ala)2]；copper;(2S)-2-aminopropanoate
• 化学式: C₆H₁₂CuN₂O₄
• 分子量: 239.718
• InChiKey: DRIUUEGJCZKRCC-CEOVSRFSSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -3.84
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  trans-bis(amino acidato)copper(II) complex of L-alanine 、 丙烯腈 以 甲醇 、 水 为溶剂， 以79%的产率得到bis(N,N-dicyanoethyl-L-alaninato)copper(II)
  参考文献：
  名称：

  双（氨基酸基）金属（II）配合物的新型迈克尔加成产物：合成，表征，染料降解和氧化性质。

  摘要：

  双（氨基酸基）金属（II）配合物（金属=铜，镍，锌;氨基酸=甘氨酸，dl-丙氨酸，l-丙氨酸）与丙烯腈的迈克尔加成反应已在各种实验条件下进行了碱，以高收率得到单取代和双取代的产物，包括部分水解的产物。提出了在配位氨基酸部分的氮原子上取代氨基氢原子的迈克尔加成反应的反应机理。所有产品都通过傅里叶变换红外光谱，电子顺磁共振光谱以及元素和电化学分析进行了表征。一水合双（N-氰基乙基氨基乙酸）铜（II），双二（N-氰基乙基氨基乙酸）镍（II），水双（N，N-二氰乙基甘氨酸铜）（II）（2a）和双[（N-丙酰胺基-N-氰基乙基）甘氨酸]铜（II）二水合物（4a）已通过X射线衍射技术得到证实。产物1a，2a，4a和双（N-丙酰胺基氨基葡萄糖）铜（II）一水合物（3a）已用作过氧化氢存在下酚红染料的降解和各种有机底物的轻度氧化的催化剂。已经发现单取代的配合物比双取代的配合物更大程度地催化反应。和双（N-

  DOI：

  10.1021/ic800086y
• 作为产物：
  描述：

  L-丙氨酸 在 NaCuX-zeolite 作用下， 以 乙醇 、 水 为溶剂， 生成 trans-bis(amino acidato)copper(II) complex of L-alanine
  参考文献：
  名称：

  Oudejans, J. C.; Kaminska, J.; Kock-van Dalen, A. C., Recueil des Travaux Chimiques des Pays-Bas, 1986, vol. 105, p. 421 - 427

  摘要：

  DOI：

文献信息

• Thermally Induced Oxidative Decarboxylation of Copper Complexes of Amino Acids and Formation of Strecker Aldehyde
  作者：Ossanna Nashalian、Varoujan A. Yaylayan

  DOI：10.1021/jf502751n

  日期：2014.8.20

  and iron(III) because of their high oxidation potentials were the only metals able to induce oxidative decarboxylation of amino acids and formation of Strecker aldehyde or its derivatives as detected by gas chromatography/mass spectrometry. Furthermore, studies performed with synthetic alanine and glycine copper complexes indicated that they constituted the critical intermediates undergoing free-radical

  在美拉德反应中，氨基酸的独立降解在氨基酸特异性产物（如Strecker醛或其Schiff碱）的产生中起重要作用。预期在金属的存在下会增强这种氧化脱羧反应。通过在热解条件下加热丙氨酸和各种金属盐（Cu，Fe，Zn和Ca）进行的初步研究表明，由于铜（II）和铁（III）的高氧化电位是唯一能够诱导氧化脱羧的金属气相色谱/质谱法检测氨基酸的含量以及形成Strecker醛或其衍生物。此外，
• ATR-FTIR spectroscopic investigation of the cis- and trans- bis-( α -amino acids) copper(II) complexes
  作者：Tatyana V. Berestova、Lyudmila G. Kuzina、Natalya A. Amineva、Ilshat S. Faizrakhmanov、Ismail A. Massalimov、Akhat G. Mustafin

  DOI：10.1016/j.molstruc.2017.02.023

  日期：2017.6

  a different maxima for the trans ( a )- and cis ( b )-isomers. It found that ν as (COO) and ν s (COO) stretching vibrations of cis -isomers are broadened and shifted to longer wavelengths ( b ) as compared with trans -isomers ( a ). Shown that peculiarities of crystal packing molecules of geometric isomers may affect on carboxylate stretching vibration bis-α-amino acids complexes copper(II) 1–5 a,b

  摘要 双-(α-氨基酸)铜(II)配合物[Cu(b L) 2 ] 1-5 ( b L - 二齿配体)的反式-( a )和顺式-( b )-异构体的结晶相: gly ( 1 ), S -ala ( 2 ), R,S -val ( 3 ), (±)-thr ( 4 ), R,S -phe ( 5 )) 在中期通过 ATR-FTIR 光谱研究区域红外光谱。已确定 1 – 5 个羧基的不对称 ν as (COO) 和对称 ν s (COO) 伸缩振动对几何结构的变化很敏感，并且对于反式 ( a )- 和顺式 ( b ) 具有不同的最大值)-异构体。结果发现，与反式异构体 (a) 相比，顺式异构体的 ν as (COO) 和 ν s (COO) 伸缩振动被加宽并转移到更长的波长 ( b )。
• 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。
• Mannich aminomethylation reactions of a series of bis(α-amino acidato)metal(II) complexes with formaldehyde and diethylmalonate: Crystal structure of (5,5-dicarboxyethyl-3,7-diazanonanedioato)copper(II) monohydrate
  作者：Subrahmanian Supriya、Aravamudhan Raghavan、V.R. Vijayaraghavan、Kandasamy Chinnakali、Hoong-Kun Fun、J. Subramanian

  DOI：10.1016/j.poly.2007.02.017

  日期：2007.8

  Mannich aminomethylation reactions involving M(aa)(2), where M = Cu, Ni and aa = glycine(gly), DL-alanine(DL-ala), L-alanine(L-ala), with formaldehyde and diethylinalonate have been carried out, resulting in carboxylate appended systems in high yield. All the compounds have been characterized by UV-Vis spectroscopy, infrared spectroscopy and elemental analysis. One of the synthesized complexes, (5,5-dicarboxyethyl-3,7-diazanonanedioato)copper(II) monohydrate, has been characterized by single crystal XRD and has been used as catalyst in the hydrogen peroxide-induced degradation of pyrocatechol violet (PCV) dye. The variations in the rate of degradation of the dye with respect to change in concentration of hydrogen peroxide, dye, catalyst and pH have been studied. Effect of addition of NaCl has been studied and a suitable mechanism based on the formation of free radical species during the degradation process has been proposed. (c) 2007 Elsevier Ltd. All rights reserved.
• Teo, Soon-Beng; Ng, Chew-Hee; Tiekink, Edward R. T., Inorganica Chimica Acta, 1989, vol. 163, p. 129 - 130
  作者：Teo, Soon-Beng、Ng, Chew-Hee、Tiekink, Edward R. T.

  DOI：——

  日期：——