Synthesis, optical properties, crystal structures and phase behaviour of symmetric, conjugated ethynylarene-based rigid rods with terminal carboxylate groups

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dc.contributor.authorFasina, T.M.
dc.contributor.authorCollings, J.C.
dc.contributor.authorBurke, J.M.
dc.contributor.authorBatsanov, A.S.
dc.contributor.authorWard, R.M.
dc.contributor.authorJove, D.A.
dc.contributor.authorPorres, L.
dc.contributor.authorBeeby, A.
dc.contributor.authorHoward, J.A.K.
dc.contributor.authorScott, A.J.
dc.contributor.authorViney, C.
dc.contributor.authorMarder, T.B.
dc.date.accessioned2019-09-05T16:09:06Z
dc.date.available2019-09-05T16:09:06Z
dc.date.issued2004-11-24
dc.description.abstractSonogashira cross-coupling reactions of 4-ethynylmethylbenzoate (1) with aryl halides gave 1,2-bis(4-carbomethoxyphenyl)ethyne (2), 1,4-bis(4-carbomethoxyphenylethynyl)benzene (3), 1,4-bis(4-carbomethoxyphenylethynyl)tetrafluorobenzene (4) and 9,10-bis(4-carbomethoxyphenylethynyl)anthracene (5), protected precursors to conjugated rigid rod bis(carboxylato) ligands. The compound 1,4-bis(4-carbomethoxyphenyl)butadiyne (6) was prepared by the oxidative homo-coupling of 1. The hydrolysis of 2 and 3 by NaOH in methanol gave the sodium salts of the respective carboxylate anions and subsequent treatment with HCl gave the corresponding free carboxylic acids. Compounds 2–6 were characterised by absorption, emission, IR, NMR and mass spectrometry and examined for liquid crystal phase behaviour by differential thermal analysis (DTA) and transmitted polarised light microscopy (TPLM). Compound 4 exhibited a nematic phase stable from 233.6 °C until decomposition at 320 °C. The single-crystal structures of 2, 5 and 6 were determined by X-ray diffraction at 110–160 K.en_US
dc.identifier.citationFasina, T. M., Collings, J. C., Burke, J. M., Batsanov, A. S., Ward, R. M., Albesa-Jové, D., ... & Clegg, W. (2005). Synthesis, optical properties, crystal structures and phase behaviour of symmetric, conjugated ethynylarene-based rigid rods with terminal carboxylate groups. Journal of Materials Chemistry, 15(6), 690-697.en_US
dc.identifier.urihttps://ir.unilag.edu.ng/handle/123456789/5268
dc.language.isoenen_US
dc.publisherRoyal society of chemistryen_US
dc.subjectResearch Subject Categories::NATURAL SCIENCES::Chemistry::Inorganic chemistry::Coordination chemistryen_US
dc.subject4-ethynylmethylbenzoateen_US
dc.subjectoxidative homo-couplingen_US
dc.subjectX-ray diffractionen_US
dc.subjectspectrometryen_US
dc.titleSynthesis, optical properties, crystal structures and phase behaviour of symmetric, conjugated ethynylarene-based rigid rods with terminal carboxylate groupsen_US
dc.typeArticleen_US
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