Pd-catalyzed amination in the synthesis of cyclen-based macrotricycles |
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| Authors: | Sergei M. Kobelev Alexei D. Averin Alexei K. Buryak Franck Denat Roger Guilard Irina P. Beletskaya |
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| Affiliation: | 1. Lomonosov Moscow State University, Department of Chemistry, Leninskie Gory, Moscow 119991, Russia;2. A. N. Frumkin Institute of Physical Chemistry and Electrochemistry, 31 Leninskii Prosp., Moscow 119991, Russia;3. Institut de Chimie Moléculaire de l’Université de Bourgogne (ICMUB), UMR CNRS 5260, 9 Av. Alain Savary, Dijon 21078, France |
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| Abstract: | Three approaches to three types of cyclen-based macrotricycles have been elaborated starting from trans-bis(3-bromobenzyl)cyclen. The macrotricycles were synthesized via Pd-catalyzed amination. The first approach employed consecutive macrocyclization and benzylation steps giving a cage-like tricycle. In the second, cyclen amino groups were Boc-protected prior to formation of the second and the third rings. In the third method, macrotricycles were synthesized according to a one-step procedure using diazacrown ethers. |
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