N-benzyliminodiacetate-copper(II) chelate | 21501-48-4

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: N-benzyliminodiacetate-copper(II) chelate
• 英文别名: (N-benzyliminodiacetato)copper(II)；Cu(NBzIDA)；copper;2-[benzyl(carboxylatomethyl)amino]acetate
• CAS: 21501-48-4
• 化学式: C₁₁H₁₁CuNO₄
• 分子量: 284.759
• InChiKey: SLSNNLSVAPQTOQ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -2.01
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  83.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-benzyliminodiacetate-copper(II) chelate 、 Adenin,Thymin 以 水 为溶剂， 生成 [Cu2(NBzIDA)2(H2O)2(μ-N7,N9-Ade(N3)H)]*3H2O
  参考文献：
  名称：

  Interligand Interactions Controlling the μ-N7,N9-Metal Bonding of Adenine (AdeH) to the N-Benzyliminodiacetato(2−) Copper(II) Chelate and Promoting the N9 versus N3 Tautomeric Proton Transfer:  Molecular and Crystal Structure of [Cu₂(NBzIDA)₂(H₂O)₂(μ-N7,N9-Ade(N3)H)]·3H₂O

  摘要：

  The reaction in water of the N-benzyliminodiacetate-copper(II) chelate ([Cu(NBzIDA)]) and the adenine:thymine base pair complex (AdeH:ThyH) with a Cu/NBzIDA/AdeH/ThyH molar ratio of 2:21:1 yields [Cu-2(NBzIDA)(2)(H2O)(2)(mu-N7,Ng-Ade(N3)H)].3H(2)O and free ThyH. The compound has been studied by thermal, spectral, and X-ray diffraction methods. In the asymmetric dinuclear complex units both Cu(II) atoms exhibit a square pyramidal coordination, where the four closest donors are supplied by NBzIDA in a mertridentate conformation and the N7 or N9 donors of AdeH, which is protonated at N3. The mu-N7,N9 bridge represents a new coordination mode for nonsubstituted AdeH, except for some adeninate(1-)-[methylmercury(II)] derivatives studied earlier. The dinuclear complex is stabilized by the Cu-N7 and Cu-N9 bonds and N6-H(exocyclic)...O(carboxyl) and N3-H(heterocyclic)...O(carboxyl) interligand interactions, respectively. The structure of the new compound differs from that of the mononuclear compound [Cu(NBzIDA)(Ade(N9)H)(H2O)].H2O, in which the unusual Cu-N3-(AdeH) bond is stabilized by a N9-H...O(carboxyl) interligand interaction and where alternating benzyl-AdeH intermolecular pi,pi-stacking interactions produce infinite stacked chains. The possibility for ThyH to be involved in the molecular recognition between [Cu(NBzIDA)] and the AdeH:ThyH base pair is proposed.

  DOI：

  10.1021/ic025881k