Work

Synthesis of Purine-1,4,7,10-Tetraazacyclododecane Conjugate and Its Complexation Modes with Copper(II)

Year: 2025

Type: article

Abstract: Purine-1,4,7,10-tetraazacyclododecane (cyclen) conjugate was designed to study its Cu2+ ions complexation capability. Several synthetic approaches were tested to achieve the target compound. The optimal approach involved stepwise modifications of purine N9, C8, and C6 positions that, in nine consecutive steps, provided purine–cyclen conjugate. The synthetic sequence involved Mitsunobu-type alkylation at N9 and iodination at C8, followed by Stille, SNAr, CuAAC, and alkylation reactions. The designed purine–cyclen conjugate is able to complex Cu2+ ions in both the cyclen part and between the purine N7 and triazole N2 positions. The complexation pattern and equilibrium were studied using the NMR titration technique in MeCN-d3 and absorption spectra.

Source: Molecules

DOI: 10.3390/molecules30071612

Authors: Aleksejs Burcevs, Gediminas Jonusauskas, Irina Novosjolova, Māris Turks

Institutions: Riga Technical University, Centre National de la Recherche Scientifique, Université de Bordeaux, Laboratoire Ondes et Matière d'Aquitaine

Language: English

Topic: Supramolecular Chemistry and Complexes

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $3,258

Funders: Latvijas Zinātnes Padome, Planning and Budgeting Committee of the Council for Higher Education of Israel