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Palladium Ion Catalysed Oxidative C–C Bond Formation Reactions in Arylboronic Acid: Application of Cordierite Monolith Coated Catalyst

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Abstract

Catalytic efficiency of palladium ion substituted in TiO2, Ti0.97Pd0.03O1.97 is successfully exploited for the oxidative homocoupling of arylboronic acid and oxidative Heck coupling reactions between arylboronic acid and olefins. The reaction protocol provides direct approach to synthesize biphenyls and cinnamates from moderate to good yield with good functional group tolerance. As a result, 11 symmetrical biaryls and 14 cinnamates were synthesized from readily available arylboronic acids. Ti0.97Pd0.03O1.97 powder catalyst is synthesized by solution combustion method and characterized by powder X-ray diffraction. The C–C bond formation reactions were carried out by catalyst cartridge method using Ti0.97Pd0.03O1.97 catalyst coated cordierite monolith. Coating of the catalyst on a cordierite monolith enhanced the applicability of the catalyst and made handling and recycling of the catalyst very easy. Catalyst was recovered and recycled for eight times in both homocoupling and oxidative Heck coupling reactions. The turnover number for both the reactions found to be 443 and 424, respectively.

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Acknowledgements

Authors thank P. Bera for recording the XPS data.

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Authors and Affiliations

  1. Talent Development Centre, Indian Institute of Science Challakere Campus, Chitradurga, 577536, India

    Shrikanth K. Bhat,  Prasanna & M. S. Hegde

  2. Department of Chemistry, Mangalore University, Mangalagangotri, Konaje, Mangalore, 574199, India

    Shrikanth K. Bhat & Jagadeesh Prasad Dasappa

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  1. Shrikanth K. Bhat
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  2. Prasanna
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  4. M. S. Hegde
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Bhat, S.K., Prasanna, Dasappa, J.P. et al. Palladium Ion Catalysed Oxidative C–C Bond Formation Reactions in Arylboronic Acid: Application of Cordierite Monolith Coated Catalyst. Catal Lett 150, 2911–2927 (2020). https://doi.org/10.1007/s10562-020-03194-z

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