tetra-n-butylammonium 4,5-dicarboxyimidazolate(1-) | 570375-04-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tetra-n-butylammonium 4,5-dicarboxyimidazolate(1-)
• 英文别名: N,N,N-Tributylbutan-1-aminium 4-carboxy-1H-imidazole-5-carboxylate；4-carboxy-1H-imidazole-5-carboxylate;tetrabutylazanium
• CAS: 570375-04-1
• 化学式: C₅H₃N₂O₄*C₁₆H₃₆N
• 分子量: 397.558
• InChiKey: CNUIATKBCILVLZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tetra-n-butylammonium 4,5-dicarboxyimidazolate(1-) 、 [Fe(1,3-bis[(3,5-di-tert-butylsalicylidene)amino]propane(-2H))]2O*3H2O 在 (Et₄N)(O₂CMe)*4H₂O 作用下， 以 乙腈 为溶剂， 以78%的产率得到[Fe(1,3-bis[(3,5-di-tert-butylsalicylidene)amino]propane(-2H))]2(4,5-dicarboxyimidazole(-2H))*H2O
  参考文献：
  名称：

  Multinuclear Fe(III) Complexes with Polydentate Ligands of the Family of Dicarboxyimidazoles:  Nuclearity- and Topology-Controlled Syntheses and Magneto-Structural Correlations

  摘要：

  Two polydentate ligands of the family of dicarboxyimidazoles, H(2)MeDCBl (= 4,5-dicarboxy-1-methyl-1H-imidazole) and H(3)DCBl (= 4,5-dicarboxyimidazole), have been used in reactions with the [Fe(3,5-(t)Bu(2)salpn)](+) species {3,5-(t)Bu(2)salpn = the dianion of 1,3-bis-[(3,5-di-tert-butylsalicylidene)amino]propane} to synthesize selectively complexes of different nuclearities. Four complexes have been synthesized: the mononuclear complex [Fe(3,5-(t)Bu(2)salpn)(MeDCBl)] (1), the two binuclear but topologically different complexes [Fe(3,5-(t)Bu(2)salpn)(MeDCBl)Fe(3,5-(t)Bu(2)salpn)] (2) and {[Fe(3,5-(t)Bu(2)salpn)](2)(HDCBl)} (3), and the trinuclear complex {[Fe(3,5-(t)Bu(2)salpn)](2)(DCBl)Fe(3,5-(t)Bu(2)salpn)} (4). The structures of these complexes have been determined by X-ray crystallography. Variable-temperature direct-current magnetic susceptibility measurements were conducted for all compounds to obtain information about their electronic structure and to investigate the extent of magnetic communication among the Fe(III) centers. The results of these measurements allowed us to correlate the different structural motifs with the possible magnetic interactions that arise in multinuclear complexes of dicarboxyimidazoles. For 1, the room-temperature chi T-M value reveals an S = 5/2 ground state. The data for the binuclear but topologically different complexes 2 and 3, and the trinuclear complex 4 suggest that weak intramolecular antiferromagnetic interactions are present, with interaction parameters ranging from -3.6 to -5.1 cm(-1). Differences in the extent of the magnetic communication between the metal centers through the two different interaction pathways of the ligands MeDCBl and DCBl (either through the imidazole ring or through the carboxylate groups) have been observed in complexes 2-4 that can be explained by the structural differences observed in the crystal structures of these compounds (the separation of the metal centers and the coplanarity of the metal ion orbitals with the pi system of the ligands). Cyclic voltammetry measurements for the mononuclear compound 1 show an irreversible reduction wave that is attributed to Fe3+ + e(-) -> Fe2+. The electrochemical behavior of the multinuclear complexes 2-4 is more complicated; however, it indicates that there is a degree of electronic communication between the Fe(III) centers.

  DOI：

  10.1021/ic0481879