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A Recyclable Heterogeneous Palladium Catalyst Anchored to Modified Metal-Organic Framework for Hydrogenation of Styrene Oxide

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Abstract

A heterogeneous palladium(II) catalyst anchored to modified metal-organic framework has been synthesized and characterized. The performance of the catalyst has been tested for the hydrogenation of styrene oxide at ambient temperature and pressure. The catalyst showed an excellent activity and selectivity for the preparation of 2-phenylethanol from styrene oxide with 100% conversion and 98% selectivity. The catalyst is very stable and easily recyclable for several times without loss of activity.

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References

  1. Chae, H.K., Siberio-Perez, D.Y., Kim, J., Go, Y., Eddaoudi, M., Matzger, A.J., O’Keeffe, M., and Yaghi, O.M., Nature, 2004, vol. 427, p. 523. https://doi.org/10.1038/nature02311

    Article  CAS  Google Scholar 

  2. Koh, K., Wong-Foy, A.J., and Matzger, A.J., Angew. Chem., Int. Ed., 2008, vol. 47, p. 677. https://doi.org/10.1002/anie.200705020

    Article  CAS  Google Scholar 

  3. Murray, L.J., Dinca, M., and Long, J.R., Chem. Soc. Rev., 2009, vol. 38, p. 1294. https://doi.org/10.1039/b802256a

    Article  CAS  Google Scholar 

  4. Li, J.R., Kuppler, R.J., and Zhou, H.C., Chem. Soc. Rev., 2009, vol. 38, p. 1477. https://doi.org/10.1039/B802426J

    Article  CAS  Google Scholar 

  5. Tanabe, K.K. and Cohen, S.M., Inorg. Chem., 2009, vol. 49, p. 6766. https://doi.org/10.1021/ic101125m

    Article  Google Scholar 

  6. Yuan, S., Chen, Y-P., Qin, J., Lu, W., Wang, X., Zhang, Q., Bosch, M., Liu, T-F., Lian, X., and Zhou, H.C., Angew. Chem., Int. Ed., 2015, vol. 54, p. 14696. https://doi.org/10.1002/anie.201505625

    Article  CAS  Google Scholar 

  7. Li, Z., Peters, A.W., Bernales, V., Ortuno, M.A., Schweitzer, N.M., DeStefano, M.R., Gallington, L.C., Platero-Prats, A.E., Chapman, K.W., Cramer, C.J., Gagliardi, L., Hupp, J.T., and Farha, O.K., ACS Cent. Sci., 2017, vol. 3, p. 31. https://doi.org/10.1021/acscentsci.6b00290

    Article  CAS  Google Scholar 

  8. Kim, I.S., Li, Z., Zheng, J., Platero-Prats, A.E., Mavrandonakis, A., Pellizzeri, S., Ferrandon, M., Vjunov, A., Gallington, L.C., Webber, T.E., Vermeulen, N.A., Penn, R.L., Getman, R.B., Cramer, C.J., Chapmann, K.W., Camaioni, D.M., Fulton, J.L., Lercher, J.A., Hupp, J.T., Farha, O.K., and Martinson, A.B.F., Angew. Chem., Int. Ed., 2018, vol. 57, p. 909. https://doi.org/10.1002/anie.201708092

    Article  CAS  Google Scholar 

  9. Metzger, E.D., Brozek, C.K., Comito, R.J., and Dinca, M., ACS Cent. Sci., 2016, vol. 2, p. 148. https://doi.org/10.1021/acscentsci.6b00012

    Article  CAS  Google Scholar 

  10. Manna, K., Ji, P., Lin, Z., Greene, F.X., Urban, A, Thacker, N.C., and Lin, W., Nat. Commun., 2016, vol. 7, p. 12610. https://doi.org/10.1038/ncomms12610

    Article  CAS  Google Scholar 

  11. Opelt, S., Türk, S., Dietzsch, E., Henschel, A., Kaskel, S., and Klemm, E., Catal. Commun., 2008, vol. 9, p. 1286. https://doi.org/10.1016/j.catcom.2007.11.019

    Article  CAS  Google Scholar 

  12. Llabrés i Xamena, F.X., Abad, A., Corma, A., and Garcia, H., J. Catal., 2007, vol. 250, p. 294. https://doi.org/10.1016/j.jcat.2007.06.004

    Article  Google Scholar 

  13. Chen, G., Wu, S., Liu, H., Jiang, H., and Li, Y., Green Chem., 2013, vol. 15, p. 230. https://doi.org/10.1039/C2GC36618E

    Article  CAS  Google Scholar 

  14. Huang, Y., Zheng, Z., Liu, T., Lü, J., Lin, Z., Li, H., and Cao, R., Catal. Commun., 2011, vol. 14, p. 27. https://doi.org/10.1016/j.catcom.2011.07.004

    Article  CAS  Google Scholar 

  15. Kong, G.Q., Ou, S., Zou, C., and Wu, C.D., J. Am. Chem. Soc., 2012, vol. 134, p. 19851. https://doi.org/10.1021/ja309158a

    Article  CAS  Google Scholar 

  16. Li, Y. and Yang, R.T., Langmuir, 2007, vol. 23, p. 12937. https://doi.org/10.1021/la702466d

    Article  CAS  Google Scholar 

  17. Wang, Z., Tanabe, K.K., and Cohen, S.M., Inorg. Chem., 2009, vol. 48, p. 296. https://doi.org/10.1021/ic801837t

    Article  CAS  Google Scholar 

  18. Doonan, C.J., Morris, W., Furukawa, H., and Yaghi, O.M., J. Am. Chem. Soc., 2009, vol. 131, p. 9492. https://doi.org/10.1021/ja903251e

    Article  CAS  Google Scholar 

  19. Mookherjee, B.D. and Wilson, R.A., Kirk-Othmer Encyclopedia of Chemical Technology, New York: Wiley, 1994. 4th ed., vol. 17.

    Google Scholar 

  20. Bauer, K., Garbe, D., and Surburg, H., Common Fragrance and Flavor Materials: Preparation, Properties, and Uses, Weinheim: VCH, 1990. 2nd ed.

    Google Scholar 

  21. Rode, C.V., Telkar, M.M., and Chaudhari, R.V., J. Mol. Catal. A: Chem., 2003, vol. 200, p. 279. https://doi.org/10.1016/S1381-1169(03)00094-3

    Article  CAS  Google Scholar 

  22. Kirm, I., Medina, F., Rodriguez, X., Cesteros, Y., Salagre, P., and Sueiras, J.E., J. Mol. Catal. A: Chem., 2005, vol. 239, p. 215. https://doi.org/10.1016/j.molcata.2005.06.032

    Article  CAS  Google Scholar 

  23. Bergada, O., Salagre, P., Cesteros, Y., Medina, F., and Sueiras, J.E., Appl. Catal., A, 2007, vol. 331, p. 19. https://doi.org/10.1016/j.apcata.2007.07.017

    Article  CAS  Google Scholar 

  24. Dabbawala, A.A., Sudheesh, N., and Bajaj, H.C., Dalton Trans., 2012, vol. 41, p. 2910. https://doi.org/10.1039/C2DT11924B

    Article  CAS  Google Scholar 

  25. Tanabe, K.K. and Cohen, S.M., Angew. Chem., Int. Ed., 2009, vol. 48, p. 7424. https://doi.org/10.1002/anie.200903433

    Article  CAS  Google Scholar 

  26. Ding, S.Y.D., Gao, J., Wang, Q., Zhang, Y., Song, W.G., Su, C.Y., and Wang, W., J. Am. Chem. Soc., 2011, vol. 133, p. 19816. https://doi.org/10.1021/ja206846p

    Article  CAS  Google Scholar 

  27. Bloch, E.D., Britt, D., Lee, C., Doonan, C.J., Uribe-Romo, F.J., Furukawa, H., Long, L.R., and Yaghi, O.M., J. Am. Chem. Soc., 2010, vol. 132, p. 14382. https://doi.org/10.1021/ja106935d

    Article  CAS  Google Scholar 

  28. Wang, Z. and Cohen, S.M., Angew. Chem., Int. Ed., 2008, vol. 120, p. 4777. https://doi.org/10.1002/ange.200800686

    Article  Google Scholar 

  29. Oisaki, K., Li, Q., Furukawa, H., Czaja, A.U., and Yaghi, O.M., J. Am. Chem. Soc., 2010, vol. 132, p. 9262. https://doi.org/10.1021/ja103016y

    Article  CAS  Google Scholar 

  30. Yadav, V.G. and Chandalia, S.B., Org. Process Res. Dev., 1998, vol. 2, p. 294. https://doi.org/10.1021/op980027r

    Article  CAS  Google Scholar 

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Funding

This study was performed under financial support by the research fund of BGMEA University of Fashion & Technology.

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Authors and Affiliations

  1. Faculty of Sciences, BGMEA University of Fashion & Technology, Nishat Nagar, Turag, Dhaka, 1230, Bangladesh

    S. Hossain & M. A. Jalil

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  1. S. Hossain
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  2. M. A. Jalil
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Correspondence to M. A. Jalil.

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The authors declare the absence of conflict of interests.

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Hossain, S., Jalil, M.A. A Recyclable Heterogeneous Palladium Catalyst Anchored to Modified Metal-Organic Framework for Hydrogenation of Styrene Oxide. Russ J Org Chem 55, 1946–1950 (2019). https://doi.org/10.1134/S1070428019120236

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  • DOI: https://doi.org/10.1134/S1070428019120236

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