Synthesis and characterization of two piperazine containing macrocycles and their transition metal complexes

被引:3
作者
Pota, Kristof [1 ]
Johnston, Hannah M. [1 ]
Madarasi, Eniko [2 ,3 ]
Tircso, Gyula [2 ]
Green, Kayla N. [1 ]
机构
[1] Texas Christian Univ, Dept Chem & Biochem, 2950 W Bowie, Ft Worth, TX 76129 USA
[2] Univ Debrecen, Fac Sci & Technol, Dept Phys Chem, Egyet Ter 1, H-4032 Debrecen, Hungary
[3] Univ Debrecen, Doctoral Sch Chem, Egyet Ter 1, H-4032 Debrecen, Hungary
关键词
Piperazine; Macrocycle; Manganese; Log B; Pyridinophane; MOLECULAR-MECHANICS; CRYSTAL-STRUCTURE; MN2+ COMPLEXES; SCHIFF-BASES; LIGANDS; STABILITY; PYRIDINE; CONFORMATION; PROTONATION; RELAXATION;
D O I
10.1016/j.jinorgbio.2023.112124
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Rigidification of the ligand scaffolds has been a particular mechanism of interest employed to achieve properties suitable for MRI contrast, catalysis, or other applications of metal complexes. Towards the goal of targeting a 15-anePyN5Pip type ligand, a serendipitous isolation of a 30-anePy2N10Pip2 aza-macrocycle was achieved, instead. X-ray diffraction and determination of pKa events were carried out and compared to 17-anePyN5Pip. Further-more, the X-ray diffraction of the Cu(II) and Zn(II) complexes of 17-anePyN5Pip was achieved and compared to previous reports of other first-row transition metal derivatives of this ligand. Determination of the log beta with both 30-anePy2N10Pip2 and 17-anePyN5Pip with the divalent Mn-Zn metal-ion series was used to demonstrate the impact that the piperazine ring plays compared to other, less rigid macrocycles reported to date.
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页数:9
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