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Catalytic hydrogenation of various organic substrates using a reusable polymer-anchored palladium(II) complex

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Abstract

A stable, reusable, and highly active catalyst for liquid phase hydrogenation reaction has been developed by reacting poly(3,6-diamino N-vinylcarbazole) with benzaldehyde to get polymer-anchored Schiff base which was then reacted with bis(benzonitrile)palladium(II)chloride [Pd(PhCN)2Cl2] to get the polymer-anchored complex. The complex was characterized by using scanning electron microscope (SEM), thermogravimetric analysis (TGA), elemental analysis, atomic absorption spectroscopy (AAS), and spectrometric methods like diffuse reflectance spectra of solid (DRS) and Fourier transform infrared spectroscopy (FTIR). The catalytic performance of this catalyst was investigated in hydrogenation of various organic substrates under high-pressure condition. The results showed that the catalyst were highly efficient for hydrogenation reaction and gave excellent yields of products. At the same time, the catalyst was very stable and could be reused for more than five times without noticeable loss of its catalytic activity.

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References

  1. Blaser HU, Schmidt E (eds) (2003) Asymmetric catalysis on industrial scale. Wiley-VCH, Weinheim

    Google Scholar 

  2. Cui X, Burgess K (2005) Chem Rev 105:3272

    Article  PubMed  CAS  Google Scholar 

  3. Beller M (1995) Tetrahedron Lett 36:9305

    Article  Google Scholar 

  4. Santra PK, Sagar P (2003) J Mol Catal A 197:37

    Article  CAS  Google Scholar 

  5. Arun V, Sridevi N, Robinson PP, Manju S, Yusuff KKM (2009) J Mol Catal A 304:191

    Article  CAS  Google Scholar 

  6. Hiyoshi N, Rode CV, Sato O, Tetsuka H, Shirai M (2007) J Catal 252:57

    Article  CAS  Google Scholar 

  7. Samanta S, Mal NK, Bhaumik A (2005) J Mol Catal A 236:7

    Article  CAS  Google Scholar 

  8. Mukherjee S, Samanta S, Roy BC, Bhaumik A (2006) Appl Catal A 301:79

    Article  CAS  Google Scholar 

  9. Sikhwivhilu LM, Coville NJ, Pulimaddi BM, Venkatreddy J, Vishwanathan V (2007) Catal Commun 8:1999

    Article  CAS  Google Scholar 

  10. Zhang JL, Wang Y, Ji H, Wei YG, Wu NZ, Zuo BJ, Wang QL (2005) J Catal 229:114

    Article  CAS  Google Scholar 

  11. Han XX, Zhou RX, Lai GH, Zheng XM (2004) Catal Today 93–95:433

    Article  CAS  Google Scholar 

  12. Coq B, Tijani A, Figueras F (1991) J Mol Catal 68:331

    Article  CAS  Google Scholar 

  13. Sangeetha P, Seetharamulu P, Shanthi K, Narayanan S, Rama Rao KS (2007) J Mol Catal A 273:244

    Article  CAS  Google Scholar 

  14. Kennedy DR, Webb G, Jackson SD, Lennon D (2004) Appl Catal A 259:109

    Article  CAS  Google Scholar 

  15. Sarkar K, Nandi M, Islam M, Mubarak M, Bhaumik A (2009) Appl Catal A 352:81

    Article  CAS  Google Scholar 

  16. Tang T, Yin C, Wang L, Ji Y, Xiao FS (2008) J Catal 257:125

    Article  CAS  Google Scholar 

  17. Rocha AS, Moreno EL, da Silva GPM, Zotin JL, Faro AC Jr (2008) Catal Today 133–135:394

    Article  CAS  Google Scholar 

  18. Marshall R, Webb G, Jackson SD, Lennon D (2005) J Mol Catal A 226:227

    Article  CAS  Google Scholar 

  19. Benvenuti F, Carlini C, Marchionna M, Galletti AMR, Sbrana G (1999) J Mol Catal A 145:221

    Article  CAS  Google Scholar 

  20. Jo Y, Park K, Ahn J, Ihm S (1996) Reac Func Polym 29:91

    Article  CAS  Google Scholar 

  21. Alexander S, Udayakumar V, Gayathri V (2009) J Mol Catal A 314:21

    Article  CAS  Google Scholar 

  22. Opelt S, Türk S, Dietzsch E, Henschel A, Kaskel S, Klemm E (2008) Catal Commun 9:1286

    Article  CAS  Google Scholar 

  23. Blondet FP, Vincent T, Guibal E (2008) Int J Biol Macromol 43:69

    Article  PubMed  CAS  Google Scholar 

  24. Férey G, Mellot-Draznieks C, Millange F, Dutour J, Margiolaki I (2005) Science 309:2040

    Article  PubMed  ADS  CAS  Google Scholar 

  25. Basu S, Mapa M, Gopinath CS, Doble M, Bhaduria S, Lahiri GK (2006) J Catal 239:154

    Article  CAS  Google Scholar 

  26. Panpranot J, Phandinthong K, Sirikajorn T, Arai M, Praserthdam P (2007) J Mol Catal A 261:29

    Article  CAS  Google Scholar 

  27. Zhao B, Cheng P, Chen X, Cheng C, Shi W, Liao DZ, Yan SP, Jiang JH (2004) J Am Chem Soc 126:3012

    Article  PubMed  CAS  Google Scholar 

  28. Cole-Hamilton DJ (2003) Science 299:1702

    Article  PubMed  ADS  CAS  Google Scholar 

  29. Vogel AI (1989) Text book of practical organic chemistry (quantitative analysis), 5th edn. Longman, London

    Google Scholar 

  30. King RB, Sweet EM (1979) J Org Chem 44:385

    Article  CAS  Google Scholar 

  31. Kharasch MS, Seyler RC, Mayo FR (1983) J Am Chem Soc 60:822

    Google Scholar 

  32. Onue H, Moritani I (1972) J Organomet Chem 43:431

    Article  Google Scholar 

  33. Durig JR, Layton R, Sink DW, Mitchell BR (1965) Spectrochim Acta 21:1367

    Article  ADS  CAS  Google Scholar 

  34. Sarkar S, Dey K (2005) Spectrochim Acta A 62:383

    Article  CAS  Google Scholar 

  35. Lever ABP (1968) Inorganic electronic spectroscopy, 1st edn. Elsevier, Amsterdam

    Google Scholar 

  36. Mostafa S, Perlepes SP, Hadjiliadis N (2001) Naturforsch Z 56b:394

    Google Scholar 

  37. Holy NL (1979) J Org Chem 44:239

    Article  CAS  Google Scholar 

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Acknowledgements

We thank the IACS, Kolkata for providing the instrumental support. One of the authors, K. Tuhina, is thankful to University Grants Commission (Eastern Region), India, for financial support. We acknowledge Department of Science and Technology (DST), Council of Scientific and Industrial Research (CSIR) and University Grant Commission (UGC), New Delhi, India for funding.

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Correspondence to Manirul Islam.

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Islam, M., Mondal, P., Roy, A.S. et al. Catalytic hydrogenation of various organic substrates using a reusable polymer-anchored palladium(II) complex. J Mater Sci 45, 2484–2493 (2010). https://doi.org/10.1007/s10853-010-4220-2

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