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Synthesis of crown-containing and related hetarylphenylacetylenes and acetylenyl dyes

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Abstract

New 15(18)-crown-5(6)-containing and model methoxy-substituted 1-hetaryl-2-phenylacetylenes of the 4-pyridine and 2-benzothiazole series were synthesized using the addition of bromine to the ethylene fragment of the corresponding styrylheterocycles followed by dehydrobromination under the action of potassium tert-butoxide. The quaternization of the pyridylphenylacetylenes afforded new acetylenyl dyes. The structures of five synthesized compounds were determined by X-ray diffraction analysis.

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Authors and Affiliations

  1. Photochemistry Centre, Russian Academy of Sciences, 7A-1 ul. Novatorov, 119421, Moscow, Russian Federation

    A. I. Vedernikov, N. A. Lobova, N. A. Aleksandrova, S. K. Sazonov & S. P. Gromov

  2. N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky prosp., 119991, Moscow, Russian Federation

    L. G. Kuz’mina

  3. Chemistry Department, Durham University, South Road, Durham, DH1 3LE, UK

    J. A. K. Howard

Authors
  1. A. I. Vedernikov
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  2. N. A. Lobova
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  3. L. G. Kuz’mina
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  4. N. A. Aleksandrova
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  5. S. K. Sazonov
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  6. J. A. K. Howard
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  7. S. P. Gromov
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Correspondence to S. P. Gromov.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 146—155, January, 2012.

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Vedernikov, A.I., Lobova, N.A., Kuz’mina, L.G. et al. Synthesis of crown-containing and related hetarylphenylacetylenes and acetylenyl dyes. Russ Chem Bull 61, 148–157 (2012). https://doi.org/10.1007/s11172-012-0021-x

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  • DOI: https://doi.org/10.1007/s11172-012-0021-x

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