Easy access to heterobimetallic complexes for medical imaging applications via microwave-enhanced cycloaddition

• Main Authors: Nicolas Desbois, Sandrine Pacquelet, Adrien Dubois, Clément Michelin, Claude P. Gros
• Format: Article
• Language: English
• Published: Beilstein-Institut 2015-11-01
• Series: Beilstein Journal of Organic Chemistry
• Subjects: click chemistry; corrole; DOTA; microwave; NOTA; porphyrin
• Online Access: https://doi.org/10.3762/bjoc.11.239
• ISSN: 1860-5397

The Cu(I)-catalysed Huisgen cycloaddition, known as “click” reaction, has been applied to the synthesis of a range of triazole-linked porphyrin/corrole to DOTA/NOTA derivatives. Microwave irradiation significantly accelerates the reaction. The synthesis of heterobimetallic complexes was easily achieved in up to 60% isolated yield. Heterobimetallic complexes were easily prepared as potential MRI/PET (SPECT) bimodal contrast agents incorporating one metal (Mn, Gd) for the enhancement of contrast for MRI applications and one “cold” metal (Cu, Ga, In) for future radionuclear imaging applications. Preliminary relaxivity measurements showed that the reported complexes are promising contrast agents (CA) in MRI.