113705-12-7Relevant academic research and scientific papers
Activating Chalcogen Bonding (ChB) in Alkylseleno/Alkyltelluroacetylenes toward Chalcogen Bonding Directionality Control
Aubert, Emmanuel,Dhaka, Arun,Espinosa, Enrique,Fourmigué, Marc,Jeannin, Olivier,Jeon, Ie-Rang
, p. 23583 - 23587 (2020)
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.
Investigation of two-photon absorption behavior in symmetrical acceptor-π-acceptor derivatives with dimesitylboryl end-groups. Evidence of new engineering routes for TPA/transparency trade-off optimization
Chariot, Marina,Porres, Laurent,Entwistle, Christopher D.,Beeby, Andrew,Marder, Todd B.,Blanchard-Desce, Mireille
, p. 600 - 606 (2005)
Investigations of the non-linear optical properties of a novel series of A-π-A quadrupoles, based on dimesitylboron end-groups, reveal the promising potential of elongated vinylboranes derivatives for combined enhanced two-photon absorption cross-section and improved transparency in the visible region. In addition, the excited state lifetime can be significantly enhanced in A-π-A′-π-A derivatives. This opens a new route towards optimized molecules for optical power limiting. The Owner Societies 2005.
Synthesis and optical characterisation of platinum(II) poly-yne polymers incorporating substituted 1,4-diethynylbenzene derivatives and an investigation of the intermolecular interactions in the diethynylbenzene molecular precursors
Khan, Muhammad S.,Al-Mandhary, Muna R. A.,Al-Suti, Mohammed K.,Corcoran, Timothy C.,Al-Mahrooqi, Yaqoub,Attfield, J. Paul,Feeder, Neil,David, William I. F.,Shankland, Kenneth,Friend, Richard H.,Koehler, Anna,Marseglia, Elisabeth A.,Tedesco, Emilio,Tang, Chiu C.,Raithby, Paul R.,Collings, Jonathan C.,Roscoe, Karl P.,Batsanov, Andrei S.,Stimson, Lorna M.,Marder, Todd B.
, p. 140 - 149 (2007/10/03)
A series of 1,4-diethynylbenzene (1) derivatives, H-C≡C-R-C≡C-H with R = C6H3NH2 (2), C6H3F (3), C6H2F2-2,5 (4), C6F4 (5), C6H2/
Synthesis of High Carbon Materials from Acetylenic Precursors. Preparation of Aromatic Monomers Bearing Multiple Ethynyl Groups
Neenan, Thomas X.,Whitesides, George M.
, p. 2489 - 2496 (2007/10/02)
The synthesis of polyethynyl aromatics as starting materials for the preparation of highly cross-linked organic solids containing high atom fractions of carbon is described.Treatment of bromo- and iodoaromatic compounds with (trimethylsilyl)acetylene (TMSA) in the presence of palladium(O) and copper(I) in amine solvents yields (trimethylsilyl)ethynyl-substituted aromatics.The TMS protecting groups can be removed by hydrolysis with mild base.Compounds prepared by using this technique include 1,3-diethynylbenzene, 2,5-diethynylthiophene, 1,3-diethynyltetrafluorobenzene, 1,4-diethynyltetrafluorobenzene, 2-ethynylthiazole, 2,4-diethynylthiazole, 2,7-diethynylnaphthalene, hexakis((trimethylsilyl)ethynyl)benzene, tetraethynylthiophene, 2,5-bis((trimethylsilyl)ethynyl)-3,4-bis(3-hydroxy-3-methyl-1-butynyl)thiophene, 2,5-diethynyl-3,4-bis(3-hydroxy-3-methyl-1-butynyl)thiophene, 2,5-bis(4-(2-thienyl)butadiynyl)-3,4-bis(3-hydroxy-3-methyl-1-butynyl)thiophene, and 2,5-bis-(4-(2-thienyl)butadiynyl)-3,4-diethynylthiophene.
