N-Chlorobenzimidazoles as efficient and structurally diverse amphoteric halogen bond donors in crystal engineering. Issue 77 (7th September 2022)

• Record Type: Journal Article
• Authors: Dhaka, Arun; Jeannin, Olivier; Aubert, Emmanuel; Espinosa, Enrique; Fourmigué, Marc; Jeon, Ie-Rang
• Is Part Of: Chemical communications. Volume 58:Issue 77(2022)
• Page Start: 10825
• Page End: 10828
• Publication Date: 2022-09-07
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d2cc03971k
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Strong activation of a sigma-hole on the rather less polarizable Cl-atom on amphoteric N -benzimidazoles drives their self-assembly into halogen bonded 1D chains with cooperativity. Abstract : The ability of amphoteric N -chlorobenzimidazoles to self-associate into 1D chains through strong and linear N–Cl⋯N halogen bond interactions is demonstrated. The less polarisable Cl atom is strongly activated thanks to the intramolecular amphoteric character and the intermolecular cooperativity effect. The obtained family of compounds featuring different substitution patterns provides opportunities toward the elaboration of macroscopic polar structures.