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Activating chalcogen bonding (ChB) in alkylseleno/ alkyltelluroacetylenes toward ChB directionality control
- Source :
- Angewandte Chemie International Edition, Angewandte Chemie International Edition, 2020, 59 (52), pp.23583-23587. ⟨10.1002/anie.202011981⟩, Angewandte Chemie International Edition, Wiley-VCH Verlag, 2020, 59 (52), pp.23583-23587. ⟨10.1002/anie.202011981⟩
- Publication Year :
- 2020
- Publisher :
- HAL CCSD, 2020.
-
Abstract
- International audience; Activation of a deep electron-deficient area on chalcogen atoms (Ch=Se, Te) is demonstrated 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 analogue 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.
Details
- Language :
- English
- ISSN :
- 14337851 and 15213773
- Database :
- OpenAIRE
- Journal :
- Angewandte Chemie International Edition, Angewandte Chemie International Edition, 2020, 59 (52), pp.23583-23587. ⟨10.1002/anie.202011981⟩, Angewandte Chemie International Edition, Wiley-VCH Verlag, 2020, 59 (52), pp.23583-23587. ⟨10.1002/anie.202011981⟩
- Accession number :
- edsair.dedup.wf.001..efd388196eda11a2b21b728a0f6ea37f