Combining local conformational preferences and solvophobic effects in helical aromatic oligoamide foldamers

Autor: Binhao Teng, Joan Atcher, Lars Allmendinger, Céline Douat, Yann Ferrand, Ivan Huc

Publikováno v: Organic & Biomolecular Chemistry. 21:3525-3530

Removing features that locally control conformations in aromatic oligoamides hampers helical folding in DMSO but not in water where the loss is compensated by hydrophobic effects.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::1721440c19ace2a88e9bb2a9ec55cf88
https://doi.org/10.1039/d3ob00473b

A π-extended phenanthrene-fused aza[7]helicenium as a novel chiroptically-active architecture in organic and aqueous media

Autor: Céline Olivier, Nao Nagatomo, Tadashi Mori, Nathan McClenaghan, Gediminas Jonusauskas, Brice Kauffmann, Yutaka Kuwahara, Makoto Takafuji, Hirotaka Ihara, Yann Ferrand

Publikováno v: Organic Chemistry Frontiers
Organic Chemistry Frontiers, 2022, 10 (3), pp.752-758. ⟨10.1039/D2QO01942F⟩

The synthesis and characterization of an original π-extended cationic azahelicene is reported. The phenanthrene-fused aza[7]helicene derivative encompasses a total of ten aromatic fused rings leading to a dissymmetric yet helically folded structure,

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::51f620ac1cfadbcb59fc2be6ebf3e6f2
https://doi.org/10.1039/d2qo01942f

A pH-and Metal-Actuated Molecular Shuttle in Water

Autor: Amine Kriat, Simon Pascal, Brice Kauffmann, Yann Ferrand, David Bergé‐Lefranc, Didier Gigmes, Olivier Siri, Anthony Kermagoret, David Bardelang

Publikováno v: Chemistry-A European Journal
Chemistry-A European Journal, In press, pp.e202300633. ⟨10.1002/chem.202300633⟩

International audience; The structure of the Viologen-Phenylene-Imidazole (VPI) guest, previously shown to be bound by cucurbit[7]uril (CB[7]) with binding modes depending on pH and silver ions, has been extended by adding hydrophobic groups on the t

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::310e4d1dcb7db6db556d4f461f799ac1
https://hal.science/hal-04087079/document

Accessing Improbable Foldamer Shapes with Strained Macrocycles

Autor: Masatoshi Kawahata, Aya Tanatani, Vojislava Pophristic, Yann Ferrand, Kosuke Katagiri, Ko Urushibara, Ryan D'Elia, Ivan Huc, Zhiwei Liu, Estelle Morvan

Publikováno v: Chemistry (Weinheim an Der Bergstrasse, Germany)
Chemistry-A European Journal
Chemistry-A European Journal, Wiley-VCH Verlag, In press, ⟨10.1002/chem.202101201⟩

The alkylation of some secondary amide functions with a dimethoxybenzyl (DMB) group in oligomers of 8‐amino‐2‐quinolinecarboxylic acid destabilizes the otherwise favored helical conformations, and allows for cyclization to take place. A cyclic

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4cf43ce2ddf132521153d63dd965367e
http://europepmc.org/articles/PMC8453500

Self-assembling figure-of-eight and pseudoplectoneme aromatic oligoamide ribbons

Autor: Chenhao Yao, Brice Kauffmann, Ivan Huc, Yann Ferrand

Publikováno v: Chemical communications (Cambridge, England). 58(38)

Two oligoamide macrocycles composed of eight and twelve 7-amino-8-fluoro-2-quinolinecarboxylic acid monomers were synthesised despite the propensity of their acyclic precursors to fold and self-assemble into double helices. Macrocyclisations were mad

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::e7583c0ab6da93075e4ba1ff50909421
https://pubmed.ncbi.nlm.nih.gov/35466334