Frustrated Helicity: Joining the Diverging Ends of a Stable Aromatic Amide Helix to Form a Fluxional Macrocycle
| dc.rights.license | open | en_US |
| dc.relation.isnodouble | 59136dac-fd43-4795-8377-68af0e599c45 | * |
| hal.structure.identifier | Chimie et Biologie des Membranes et des Nanoobjets [CBMN] | |
| dc.contributor.author | URUSHIBARA, Ko | |
| hal.structure.identifier | Chimie et Biologie des Membranes et des Nanoobjets [CBMN] | |
| dc.contributor.author | FERRAND, Yann | |
| dc.contributor.author | LIU, Zhiwei | |
| dc.contributor.author | MASU, Hyuma | |
| dc.contributor.author | POPHRISTIC, Vojislava | |
| dc.contributor.author | TANATANI, Aya | |
| hal.structure.identifier | Chimie et Biologie des Membranes et des Nanoobjets [CBMN] | |
| dc.contributor.author | HUC, Ivan | |
| dc.date.accessioned | 2020-04-08T12:47:29Z | |
| dc.date.available | 2020-04-08T12:47:29Z | |
| dc.date.issued | 2018 | |
| dc.identifier.issn | 0044-8249 | en_US |
| dc.identifier.uri | https://oskar-bordeaux.fr/handle/20.500.12278/4176 | |
| dc.description.abstractEn | 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. | |
| dc.language.iso | EN | en_US |
| dc.title.en | Frustrated Helicity: Joining the Diverging Ends of a Stable Aromatic Amide Helix to Form a Fluxional Macrocycle | |
| dc.title.alternative | Angew.Chem.Int. | en_US |
| dc.type | Article de revue | en_US |
| dc.identifier.doi | 10.1002/anie.201802159 | en_US |
| dc.subject.hal | Chimie/Matériaux | en_US |
| bordeaux.journal | Angewandte Chemie (International ed. in English) | en_US |
| bordeaux.page | 7888-7892 | en_US |
| bordeaux.volume | 57 | en_US |
| bordeaux.hal.laboratories | Institut de Chimie & de Biologie des Membranes & des Nano-objets (CBMN) - UMR 5248 | |
| bordeaux.issue | 26 | en_US |
| bordeaux.institution | Bordeaux INP | en_US |
| bordeaux.institution | Université de Bordeaux | en_US |
| bordeaux.peerReviewed | oui | en_US |
| bordeaux.inpress | non | en_US |
| hal.identifier | hal-02536947 | |
| hal.version | 1 | |
| hal.date.transferred | 2020-04-08T12:47:34Z | |
| hal.export | true | |
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