Angew.Chem.Int
| Autor: | Hyuma Masu, Ivan Huc, Ko Urushibara, Aya Tanatani, Vojislava Pophristic, Yann Ferrand, Zhiwei Liu |
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| Přispěvatelé: | Chimie et Biologie des Membranes et des Nanoobjets (CBMN), École Nationale d'Ingénieurs des Travaux Agricoles - Bordeaux (ENITAB)-Institut de Chimie du CNRS (INC)-Université de Bordeaux (UB)-Centre National de la Recherche Scientifique (CNRS) |
| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: | |
| Zdroj: | Angewandte Chemie Angewandte Chemie, Wiley-VCH Verlag, In press, 57 (26), pp.7888-7892. ⟨10.1002/anie.201802159⟩ |
| ISSN: | 0044-8249 1521-3757 |
| Popis: | Macrocyclization of a stable two-turn helical aromatic pentamide, that is, an object with diverging ends that are not prone to cyclization, was made possible by the transient introduction of disruptors of helicity in the form of acid-labile dimethoxybenzyl tertiary amide substituents. After removal of the helicity disruptors, NMR, X-ray crystallography, and computational studies show that the macrocycle possesses a strained structure that tries to gain as high a helical content as possible despite being cyclic. Two points of disruption of helicity remain, in particular a cis amide bond. This point of disruption of helicity can propagate along the cycle in a fluxional manner according to defined trajectories to produce ten degenerate conformations. |
| Databáze: | OpenAIRE |
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