Complexation of Paraquat and Diquat by a bismetaphenylene-32-crown-10 derivative

Abstract

U.V. and 1H n.m.r. spectroscopic studies in solution on the 1 : 1 complexes both [Paraquat][PF6I2 and [Diquat][PF612 form with the bismetaphenylene-32-crown-I 0 derivative (BMP32C10), supported by X-ray crystal structures on the free BMP32C10 and [ D ~~U ~~. B M P ~~C I O ] [ P F ~] ~. M ~~C O ,provide further fundamental understanding of the electronic and steric nature of the intermolecular noncovalent interactions that are essential to the successful design and synthesis of a molecular receptor for optimal binding of the [Paraquat]2+ dication.

Superstructured Porphyrins as Effectors in Dynamic Supramolecular Assemblies: Receptors, Rotaxanes and Catenanes

“…[19,20] The binding geometry is such that the dibenzo crown enfolds the bipyridinium in an ''ear-muff'' or ''headphone'' fashion. The operating complexation forces include πϪπ interactions between the aromatic rings, as well as CϪHϪO hydrogen bonding, electrostatic interactions, and CHϪπ interactions.…”

Crown Ether‐Based Polymeric Rotaxanes

“…From the corresponding norbornene monomers two UPB block copolymers were synthesized using ROMP: first a polymer containing the SCS pincer with the dialkylammonium salt moiety (30) and secondly the SCS pincer with the DB24C8 moiety (31). Additionally homopolymers of the norbornene SCS pincer 28, norbornene dialkylammonium 27, and norbornene DB24C8 29 monomers were synthesized as well.…”

A Bis(m‐phenylene)‐32‐crown‐10/Paraquat [2]Rotaxane

“…However, the use of mono-and difunctionalized bis(p-phenylene) and bis(o-phenylene) crown ether hosts leads inevitably to complications as a result of the formation of stereoisomeric complexes when two or more hosts participate. [5] One strategy by which to solve this symmetry-based problem would be the introduction of bis(mphenylene) crown ethers, such as bis(m-phenylene)-32-crown-10 (BMP32C10, 1a).…”