Woinaroschy, Kristina and Ursu, Andrei and Koenig, Burkhard (2007) Synthesis and characterization of 1-(2H-tetrazol-5-YL)-1,4,7,10-tetraazacyclododecane and its Zn(II), Ni(II), and Cu(II) complexes. HETEROCYCLES, 74. pp. 913-925. ISSN 0385-5414,
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As part of an ongoing effort to develop new metal complexes of tetraazamacrocycles with novel properties in coordination or functionalization we report here the synthesis of a new derivative of 1,4,7,10-tetraazacyclododecane (cyclen) with a tetraazole moiety directly bound to the azamacrocycle. The new ligand was obtained by reaction with cyanogen bromide giving the cyanamide, followed by a [2+3] cycloaddition with NaN(3) to yield the tetraazole. The ligand and its Zn(II), Ni(II), and Cu(II) complexes were fully characterized by analytical methods. X-ray structure analysis of the Ni(II) Compound shows the formation of a stable dimer by coordination of each of the two tetraazole substituents to the neighboring metal cation. Potentiometric titrations of the metal complexes indicate a possible conversion of the monomer to the dimeric structure in solution and show the pK(a), of the NH-atom on the tetraazole substituent to be between 4.03 and 5.3 depending on the metal ion coordinated by cyclen.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | HUISGEN 1,3-DIPOLAR CYCLOADDITION; CLICK CHEMISTRY APPROACH; X-RAY-STRUCTURE; CRYSTAL-STRUCTURE; CARBOXYESTER HYDROLYSIS; NICKEL(II) COMPLEXES; MOLECULAR-STRUCTURES; METAL-COMPLEXES; BINDING-SITE; AZIDES; [2+3]cycloaddition; 1,4,7,10-tetraazacyclododecane; tetrazole; self-assembly; supramolecular coordination compound |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 12 Jan 2021 09:08 |
| Last Modified: | 12 Jan 2021 09:08 |
| URI: | https://pred.uni-regensburg.de/id/eprint/33424 |
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