Litcius/Paper detail

A Fourfold Gold(I)−Aryl Macrocycle with Hyperbolic Geometry and its Reductive Elimination to a Carbon Nanoring Host

Niklas Grabicki, S. B. Fisher, Oliver Dumele∞

2023Angewandte Chemie International Edition23 citationsDOIOpen Access PDF

Abstract

Abstract An ethylene glycol‐decorated [6]cyclo‐meta‐phenylene (CMP) macrocycle was synthesized and utilized as a subunit to construct a fourfold Au I 2 −aryl metallacycle with an overall square arrangement. The corners consist of rigid dinuclear gold(I) complexes previously known to form only triangular metallacycles. The interplay between the conformational flexibility of the [6]CMP macrocycle and the rigid dinuclear gold(I) moieties enable the square geometry, as revealed by single‐crystal X‐ray diffraction. The formation of the gold complex shows size‐selectivity compared to an alternative route using platinum(II) corner motifs. Upon reductive elimination, an all‐organic ether‐decorated carbon nanoring was obtained. Investigation as a host for the complexation of large guest molecules with a suitable convex π‐surfaces was accomplished using isothermal NMR binding titrations. Association constants for [6]cycloparaphenylene ([6]CPP), [7]CPP, C 60 , and C 70 were determined.

Topics & Concepts

NanoringMetallacycleArylChemistryCrystallographyEthylene glycolIsothermal titration calorimetryStereochemistryMaterials scienceOrganic chemistryNanotechnologyX-ray crystallographyPhysical chemistryDiffractionOpticsPhysicsAlkylSynthesis and Properties of Aromatic CompoundsSurface Chemistry and CatalysisSupramolecular Chemistry and Complexes