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. 2023 Mar 14;18(6):e202201308.
doi: 10.1002/asia.202201308. Epub 2023 Feb 7.

The "Nitrogen Effect": Complexation with Macrocycles Potentiates Fused Heterocycles to Form Halogen Bonds in Competitive Solvents

Kwaku Twum  1 , Sanaz Nadimi  2 , Frank Boateng Osei  1 , Rakesh Puttreddy  3 , Yvonne Bessem Ojong  1 , John J Hayward  2 , Kari Rissanen  3 , John F Trant  2 , Ngong Kodiah Beyeh  1
Affiliations

The "Nitrogen Effect": Complexation with Macrocycles Potentiates Fused Heterocycles to Form Halogen Bonds in Competitive Solvents

Kwaku Twum et al. Chem Asian J. .

Abstract

Weak intermolecular forces are typically very difficult to observe in highly competitive polar protic solvents as they are overwhelmed by the quantity of competing solvent. This is even more challenging for three-component ternary assemblies of pure organic compounds. In this work, we overcome these complications by leveraging the binding of fused aromatic N-heterocycles in an open resorcinarene cavity to template the formation of a three-component halogen-bonded ternary assembly in a protic polar solvent system.

Keywords: Dimeric capsules; Halogen bond; N-Heterocycles; Resorcinarenes; Ternary assemblies.

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