Halogen bonded polypseudorotaxanes based on a pillar[5]arene host

Abstract

Two crystalline supramolecular polypseudorotaxanes were obtained by combining permethylated pillar[5]arene as a macrocyclic wheel with 1,4-bisIJ1-imidazolyl)butane and 1,4-bisIJiodoethynyl)benzene or 1,4-diiodo-1,3-butadiyne linked by C-I⋯N halogen bonds and creating a polyrotaxane axis. The resulting highly ordered supramolecular arrays were characterized by X-ray crystallography.

Formation of Linear Side‐Chain Polypseudorotaxane with Supramolecular Polymer Backbone through Neutral Halogen Bonds and Pillar[5]arene‐Based Host–Guest Interactions

“…For the side‐chain polypseudorotaxane reported here, pseudorotaxane units exist on the side chains. This is very different from the two beautiful main‐chain polypseudorotaxanes recently reported by Polonski and co‐workers, where pseudorotaxane units exist on the main chains of polypseudorotaxanes . Furthermore, as far as we know, this is the first crystal structure of side‐chain polypseudorotaxanes driven by neutral halogen bonds and pillar[5]arene‐based host–guest interactions.…”

“…Among the well‐established noncovalent interactions, halogen bonding (XB) is relatively less exploited and its applications in supramolecular chemistry, including liquid crystals, separation of isomers, catalysis, and anion binding, are emerging . Moreover, although halogen‐bonding interactions have been used in construction of various supramolecular architectures, supramolecular polymers and the corresponding polypseudorotaxanes driven by halogen‐bonding interactions have been rarely reported …”

Guest-Binding-Induced Interhetero Hosts Charge Transfer Crystallization: Selective Coloration of Commonly Used Organic Solvents

“…Pillar­[ n ]­arenes are macrocyclic aromatic molecules that show unique complexation with electron-withdrawing or cationic guest molecules. − They have also been demonstrated to bind organic solvent molecules in solution with moderate affinity. − More recently, the nonporous adaptive crystals (NACs) formed by pillar­[ n ]­arenes have attracted significant interest due to their selective uptake and separation of organic molecules, including those typically used as organic solvents, in the solid state. − The organic solvents commonly used in laboratories are colorless and transparent liquids, making it difficult to distinguish between them without the assistance of instrumental analysis. Direct colorization of these small organic compounds is challenging due to their volatility and relative chemical inertness .…”

Coordination-Driven Poly[2]Pseudorotaxanes in Highly Polar Organic Solvent

“…Pillar[n]arenes, the fifth generation of host macrocycles, have been applied to the formation of various functional supramolecular materials, owing to their rigid pillar architecture, easy functionalization, and outstanding binding properties in host–guest chemistry (Cao et al, 2009 ; Xue et al, 2012 ; Li, 2014 ; Ogoshi et al, 2016 ; Li et al, 2017 ; Hua et al, 2018 , 2019 ; Chen et al, 2019 ; Xia et al, 2019 ; Shao et al, 2020 ; Wang et al, 2020 ). To date, a variety of supramolecular poly(pseudo)rotaxanes based on pillar[n]arenes have been investigated (Hu et al, 2012 ; Eichstaedt et al, 2016 ; Cui et al, 2017 ; Zeng et al, 2018 ; Li B. et al, 2019 ; Yang et al, 2019 ).…”