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Polystyrene Supported Pyrazole-based Palladium Catalysts/Precatalysts for Acceptorless Dehydrogenative Coupling of Alcohols in Water

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Abstract

Polystyrene supported palladium catalysts were synthesized and their chemical and morphological nature were studied using NMR, XRD, TEM, EDX, and XPS analyses. Using the supported catalyst, the first palladium catalyzed acceptorless dehydrogenative coupling of secondary alcohols in water is reported. This method is green, sustainable, phosphine free, and carried out under aerobic condition. Reusability of the catalyst was shown for both alkylation and quinoline reactions till 7 cycles with marginal decrease in yield. Metal leaching was found to be the cause of decrease in yield in both instances.

Graphical Abstract

Polystyrene anchored palladium catalysts have been synthesized and used in the acceptorless dehydrogenative coupling of secondary alcohols in aqueous condition. Stability and recyclability of the catalyst was also studied up to 7th cycle in water.

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Acknowledgements

KV thank Department of Atomic Energy (DAE) for financial support. S.S. thanks DST for an INSPIRE fellowship. P.B and SKM thank CSIR for a research fellowship. We thank Marimuthu Rajendiran and Dr. Jiban Krushna Das for XPS measurement and Abhishek Padhy and Ranjit Mishra for TEM and EDX measurement respectively.

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Department of Atomic Energy, Government of India

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Authors and Affiliations

  1. School of Chemical Sciences, National Institute of Science Education and Research (NISER), Bhubaneswar, An OCC of Homi Bhabha National Institute, Bhubaneswar, 752050, Odisha, India

    Samser Shaikh, Priyabrata Biswal, Sushanta Kumar Meher & Krishnan Venkatasubbaiah

  2. Center for Interdisciplinary Sciences (CIS), National Institute of Science Education and Research (NISER), Bhubaneswar, An OCC of Homi Bhabha National Institute, Bhubaneswar, 752050, Odisha, India

    Krishnan Venkatasubbaiah

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  1. Samser Shaikh
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  2. Priyabrata Biswal
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  4. Krishnan Venkatasubbaiah
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Correspondence to Krishnan Venkatasubbaiah.

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Shaikh, S., Biswal, P., Meher, S.K. et al. Polystyrene Supported Pyrazole-based Palladium Catalysts/Precatalysts for Acceptorless Dehydrogenative Coupling of Alcohols in Water. Catal Lett 154, 737–748 (2024). https://doi.org/10.1007/s10562-023-04316-z

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