Synthetic platform for mono-functionalised tridentate macrocycles as key precursors of mechanically-linked macromolecular systems
- 8 March 2021
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic Chemistry Frontiers
- Vol. 8 (11), 2383-2392
- https://doi.org/10.1039/d1qo00245g
Abstract
We report here a synthetic platform toward mono-functionalized tridentate macrocycles based on a pyridine-2,6-bis-carboxamide motif. These macrocycles bear a variety of functional groups at the fourth position of the pyridine, giving access to a wide range of synthetic methods for further derivatisation or preparation of more complex structures such as mechanically interlocked molecules or polymer materials. To illustrate the potential of this family of macrocycles a series of square planar palladium complex-based pseudorotaxanes, containing different axles and functional groups on the ring, are synthesised, and then used to prepare a macro-pseudorotaxane, i.e. a polymer containing a rotaxane junction, and mechanically-linked gels by a one-pot and a polyrotaxane approach.Keywords
Funding Information
- Fonds De La Recherche Scientifique - FNRS (PDR T.0244.16)
This publication has 55 references indexed in Scilit:
- Synthesis of Polyyne RotaxanesOrganic Letters, 2012
- A Rotaxane‐Based Switchable OrganocatalystAngewandte Chemie, 2012
- Strategies and Tactics for the Metal‐Directed Synthesis of Rotaxanes, Knots, Catenanes, and Higher Order LinksAngewandte Chemie, 2011
- Mechanically Interlocked Mechanophores by Living-Radical Polymerization from Rotaxane InitiatorsOrganic Letters, 2011
- Storable, thermally activated, near-infrared chemiluminescent dyes and dye-stained microparticles for optical imagingNature Chemistry, 2010
- Light‐Switchable Janus [2]Rotaxanes Based on α‐Cyclodextrin Derivatives Bearing Two Recognition Sites Linked with Oligo(ethylene glycol)Chemistry – An Asian Journal, 2010
- Polymeric RotaxanesChemical Reviews, 2009
- PolycatenanesChemical Reviews, 2009
- Supramolecular gelling agents: can they be designed?Chemical Society Reviews, 2008
- Degradation of the First-Generation Grubbs Metathesis Catalyst with Primary Alcohols, Water, and Oxygen. Formation and Catalytic Activity of Ruthenium(II) Monocarbonyl SpeciesOrganometallics, 2003