Aqueous Assembly of Zwitterionic Daisy Chains.
click-chemistry
cyclophane
daisy chain
hydrophobic complexation
rotaxane
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
02 Jan 2019
02 Jan 2019
Historique:
received:
02
08
2018
pubmed:
11
9
2018
medline:
11
9
2018
entrez:
11
9
2018
Statut:
ppublish
Résumé
The synthesis and characterization of zwitterionic molecular [c2]- and [a2]-daisy chains are described, relying on recognition of a positively charged cyclophane and a negatively charged oligo(phenylene-ethynylene) (OPE) rod in aqueous medium. For this purpose, syntheses of an acetylene-functionalized macrocyclic receptor and a water-soluble OPE-rod as the guest component are presented, from which a heteroditopic daisy chain monomer was prepared. This monomer aggregated strongly in water/methanol 4:1 and formed molecular daisy chains, which were isolated as interlocked species from a stoppering reaction at 1 mm concentration. The cyclic dimer [c2] was the main product with an isolated yield of 30 % and consisted of a mixture of diastereomers, as evidenced by
Identifiants
pubmed: 30198159
doi: 10.1002/chem.201803944
doi:
Types de publication
Journal Article
Langues
eng
Pagination
285-295Subventions
Organisme : Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung
ID : 200020-178808
Organisme : Swiss Nanoscience Institute
ID : P1303
Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.