Peraza-macrocycles form chelates of high thermodynamic and kinetic stability useful in diagnostic imaging (MRI, SPECT, PET), in coordination chemistry, and as catalysts. In this letter, we report an advantageous method to prepare these compounds via BH3-induced reduction of cyclic peptoids. Using this procedure, 10 homo- and heterosubstituted aza-coronands, with different sizes and side chains, have been synthesized from the corresponding cyclic oligoamides. Solid structures of free, protonated, and Na+ coordinated polyaza-derivatives have been disclosed by single crystal X-ray diffraction analysis.
From Cyclic Peptoids to Peraza-macrocycles: A General Reductive Approach
Schettini R.Membro del Collaboration Group
;D'Amato A.Membro del Collaboration Group
;Pierri G.Membro del Collaboration Group
;Tedesco C.Membro del Collaboration Group
;Della Sala G.Membro del Collaboration Group
;Motta O.Membro del Collaboration Group
;Izzo I.
;De Riccardis F.
2019-01-01
Abstract
Peraza-macrocycles form chelates of high thermodynamic and kinetic stability useful in diagnostic imaging (MRI, SPECT, PET), in coordination chemistry, and as catalysts. In this letter, we report an advantageous method to prepare these compounds via BH3-induced reduction of cyclic peptoids. Using this procedure, 10 homo- and heterosubstituted aza-coronands, with different sizes and side chains, have been synthesized from the corresponding cyclic oligoamides. Solid structures of free, protonated, and Na+ coordinated polyaza-derivatives have been disclosed by single crystal X-ray diffraction analysis.File in questo prodotto:
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