Catalyzed M-C coupling reactions in the synthesis of s-(pyridylethynyl)dicarbonylcyclopentadienyliron complexes | Научно-инновационный портал СФУ

Catalyzed M-C coupling reactions in the synthesis of s-(pyridylethynyl)dicarbonylcyclopentadienyliron complexes

Тип публикации: статья из журнала

Год издания: 2020

Идентификатор DOI: 10.1039/d0ra02333g

Аннотация: The reactions between terminal ethynylpyridines, (trimethylsilyl)ethynylpyridines and cyclopentadienyliron dicarbonyl iodide were studied under Pd/Cu-catalyzed conditions to develop a synthetic approach to the s-alkynyl iron complexes Cp(CO)2Fe-C?C-R (R =ortho-,meta-,para-pyridyl). Depending on the catalyst and reagents used, the yields of the desired s-pyridylethynyl complexes varied from 40 to 95%. In some cases the reactions withortho-ethynylpyridine gave as byproduct the unexpected binuclear FePd µ-pyridylvinylidene complex [Cp(CO)Fe{µ2-?1(Ca):?1(Ca)-?1(N)-Ca?Cß(H)(o-C5H4N)}(µ-CO)PdI]. The conditions, catalysts, and reagents that provide the highest yields of the desired s-pyridylethynyl iron compounds were determined. The methods developed allowed the synthesis of the corresponding s-4-benzothiadiazolylethynyl complex Cp(CO)2Fe-C?C-(4-C6H3N2S) as well. Eventually, synthetic approaches to s-alkynyl iron complexes of the type Cp(CO)2Fe-C?C-R (R =ortho-,meta-,para-pyridyl, 4-benzothiadiazol-2,1,3-yl) based on the Pd/Cu-catalyzed cross-coupling reactions were elaborated. © The Royal Society of Chemistry 2020.

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Издание

Журнал: RSC Advances

Выпуск журнала: Vol. 10, Is. 29

Номера страниц: 17014-17025

ISSN журнала: 20462069

Авторы

  • Verpekin V.V. (Institute of Chemistry and Chemical Technology SB RAS, Krasnoyarsk Research Center, Siberian Branch of the Russian Academy of Sciences, Akademgorodok 50-24, Krasnoyarsk, 660036, Russian Federation)
  • Semeikin O.V. (A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991, Russian Federation)
  • Vasiliev A.D. (Institute of Physics SB RAS, Krasnoyarsk Research Center, Siberian Branch of the Russian Academy of Sciences, Akademgorodok, 50-38, Krasnoyarsk, 660036, Russian Federation, Siberian Federal University, Svobodny Prospect, 79, Krasnoyarsk, 660041, Russian Federation)
  • Kondrasenko A.A. (Institute of Chemistry and Chemical Technology SB RAS, Krasnoyarsk Research Center, Siberian Branch of the Russian Academy of Sciences, Akademgorodok 50-24, Krasnoyarsk, 660036, Russian Federation)
  • Belousov Y.A. (A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991, Russian Federation)
  • Ustynyuk N.A. (A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991, Russian Federation)

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