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KHSO4: a highly efficient and reusable heterogeneous catalyst for hydroarylation of styrenes

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Abstract

Hydroarylation of styrenes with arenes/heteroarenes using KHSO4 (10 mol%) as an efficient heterogeneous catalyst is described. High conversion and selectivity (>99%) were observed for hydroarylation of styrenes with 2-naphthol at reflux temperature of 1,2-dichloroethane. Yields were quantitative with all styrenes. Moderate to good conversions and selectivities were achieved with other aromatics and heteroaromatics under the same conditions. Regeneration and reusability of KHSO4 were demonstrated. Addition of a trace amount of water could help to reactivate the KHSO4 through dispersion and to facilitate the hydroarylation reaction.

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Acknowledgments

We thank DST, New Delhi, India for the financial support of this project under the Green Chemistry Task Force Scheme (no. SR/S5/GC-02A/2006). We would like to acknowledge Mr. Hitesh, Mr.V. K. Aggrawal, Mr. Harshad/Miss. Daksha, Mr. A. K. Das and Mr. Jayesh of this institute for their help in analyzing NMR, IR, GC/GC-MS, LC-MS and SEM, respectively. R. D. Patil and G. Joshi are thankful to CSIR, New Delhi, India for the award of their Senior Research Fellowships.

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Authors and Affiliations

  1. Analytical Science Discipline, Central Salt and Marine Chemicals Research Institute (CSIR), G. B. Marg, Bhavnagar, 364002, India

    Rajendra D. Patil, Girdhar Joshi & Subbarayappa Adimurthy

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  1. Rajendra D. Patil
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  2. Girdhar Joshi
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  3. Subbarayappa Adimurthy
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Correspondence to Subbarayappa Adimurthy.

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Patil, R.D., Joshi, G. & Adimurthy, S. KHSO4: a highly efficient and reusable heterogeneous catalyst for hydroarylation of styrenes. Monatsh Chem 141, 1093–1099 (2010). https://doi.org/10.1007/s00706-010-0369-2

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  • DOI: https://doi.org/10.1007/s00706-010-0369-2

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