Activating chalcogen bonding (ChB) in alkylseleno/ alkyltelluroacetylenes toward ChB directionality control.

Activating chalcogen bonding (ChB) in alkylseleno/ alkyltelluroacetylenes toward ChB directionality control.
Angew Chem Int Ed Engl. 2020 Sep 17;:
Authors: Fourmigue M, Dhaka A, Jeannin O, Jeon IR, Aubert E, Espinosa E
Abstract
Activation of a deep electron-deficient area on chalcogen atoms (Ch = Se, Te) is demonstrated here in alkynyl chalcogen derivatives, in the prolongation of the (C≡)C-Ch bond. The solid-state structures of 1,4-bis(methylselenoethynyl)perfluorobenzene (1Se) show the formation of recurrent chalcogen-bonded (ChB) motifs. Association of 1Se and the tellurium analog 1Te with 4,4'-bipyridine and with the stronger Lewis base 1,4-di(4-pyridyl)piperazine gives 1:1 co-crystals with 1D extended structures linked by short and directional ChB interactions, comparable to those observed with the corresponding halogen bond (XB) donor, 1,4-bis(iodoethynyl)-perfluorobenzene. This "alkynyl" approach for chalcogen activation provides the crystal engineering community with efficient, and neutral ChB donors for the elaboration of supramolecular 1D (and potentially 2D or 3D) architectures, with a degree of strength and predictability comparable to that of halogen bonding in iodoacetylene derivatives.
PMID: 32940957 [PubMed - as supplied by publisher]

Source: Angewandte Chemie - September 16, 2020 Category: Chemistry Authors: Fourmigue M, Dhaka A, Jeannin O, Jeon IR, Aubert E, Espinosa E Tags: Angew Chem Int Ed Engl Source Type: research