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Bio-surfactant: a green and environmentally benign reaction medium for ligand-free Pd-catalyzed Mizoroki–Heck cross-coupling reaction in water

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Abstract

A simple and efficient protocol for the ligand-free Mizoroki–Heck coupling reaction of various aryl bromides with different olefins has been reported by using in situ generated PdNPs of size 5–10 nm in aqueous solution of bio-surfactant. The bio-surfactant used in this study is a saponin extract of the seeds of pericarps (pods) of the Acacia concinna plant. The in situ generated PdNPs have been characterized by various techniques such as HRTEM, EDS and XPS. The influence of various parameters such as the nature and amount of bases, the nature of Pd precatalysts as well as the effect of temperature has been investigated on Mizoroki–Heck coupling reaction. The generated PdNPs significantly coupled the various aryl bromides with different olefins in aqueous extract of the seeds of pericarps (pods) of the Acacia concinna plant at 100 °C.

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Acknowledgements

One of the authors, Seema Patil, is grateful to the Department of Science and Technology (DST), New Delhi, Government of India, for the award of the Women Scientist Scheme-A (WOS-A), File no. SR/WOS-A/CS-85/2018. We also partly acknowledge the University Grants Commission, Government of India, New Delhi, for supporting this work under the scheme of Major Research Project [F. No. 41-182/2014 (SR)].

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Authors and Affiliations

  1. Department of Chemistry, Padmabhushan Dr. Vasantraodada Patil College (Affiliated to Shivaji University, Kolhapur), Tasgaon, Maharashtra, 416312, India

    Seema P. Patil & Arjun S. Kumbhar

  2. Chemical Engineering and Process Development Division, CSIR-National Chemical Laboratory, Pune, Maharashtra, 411008, India

    Seema P. Patil & Chandrashekhar V. Rode

  3. Department of Chemistry, University of Alberta, Edmonton, AB, T6G 2G2, Canada

    Sanjay N. Jadhav

  4. Department of Chemistry, L. B. S. College (Affiliated to Shivaji University, Kolhapur), Satara, Maharashtra, 416312, India

    Rajendra V. Shejwal

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  1. Seema P. Patil
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  2. Sanjay N. Jadhav
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  3. Chandrashekhar V. Rode
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  4. Rajendra V. Shejwal
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  5. Arjun S. Kumbhar
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Correspondence to Arjun S. Kumbhar.

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Patil, S.P., Jadhav, S.N., Rode, C.V. et al. Bio-surfactant: a green and environmentally benign reaction medium for ligand-free Pd-catalyzed Mizoroki–Heck cross-coupling reaction in water. Transit Met Chem 45, 403–411 (2020). https://doi.org/10.1007/s11243-020-00392-x

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