Issue 17, 2020

Non-covalent bridging of bithiophenes through chalcogen bonding grips

Abstract

In this work, chalcogen functionalized dithiophenes, equipped on both extremities with chalcogen-bonding recognition heterocycles, have been prepared following two synthetic pathways. The insertion of the chalcogenazolo[5,4-β]pyridine allows the control of the organization at the solid state. X-Ray diffraction analysis of the single crystals, showed that the Te-doped derivatives give the most persistant assemblies, with the molecules arranging at solid-state in wire-like polymeric structures through Te⋯N interactions. As expected, the introduction of the Se and Te atoms, dramatically decreases the emission properties, with the Te-bearing congeners being virtually non emissive.

Graphical abstract: Non-covalent bridging of bithiophenes through chalcogen bonding grips

Supplementary files

Article information

Article type
Paper
Submitted
15 Dec 2019
Accepted
03 Apr 2020
First published
06 Apr 2020

New J. Chem., 2020,44, 6732-6738

Non-covalent bridging of bithiophenes through chalcogen bonding grips

D. Romito, N. Biot, F. Babudri and D. Bonifazi, New J. Chem., 2020, 44, 6732 DOI: 10.1039/C9NJ06202E

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