Resonance Assisted Chalcogen Bonding as a New Synthon in the Design of Dyes. Issue 65 (13th October 2020)

• Record Type: Journal Article
• Authors: Gurbanov, Atash V.; Kuznetsov, Maxim L.; Mahmudov, Kamran T.; Pombeiro, Armando J. L.; Resnati, Giuseppe
• Is Part Of: Chemistry. Volume 26:Issue 65(2020)
• Page Start: 14833
• Page End: 14837
• Publication Date: 2020-10-13
• Subjects: chalcogen bonds -- noncovalent interactions -- synthesis; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.202002518
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Intramolecular chalcogen bonding in arylhydrazones of sulfamethizole is strengthened by conjugation in the π ‐system of a noncovalent five‐membered ring. The S⋅⋅⋅O distance in the sulfamethizole moiety of these compounds ranges from 2.698(3) to 2.806(15) Å, which indicates its strong dependence on the attached arylhydrazone fragments. Information on the nature of the intramolecular chalcogen bond was afforded by DFT calculations. Abstract : A new synthon : Three new arylhydrazone dyes have been synthesized and characterized by single‐crystal X‐ray diffraction to investigate the effect of attached substituents on the aromatic moiety of the molecules, highlighting the role of the resonance assisted chalcogen bond synthon in the structural features of these dyes.