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Facile synthesis of ferrocenylamines in aqueous hydrotropic solution using microwaves

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Abstract

Microwave-assisted synthesis of secondary and tertiary ferrocenylamines is achieved by using an amine exchange reaction between ferrocenylmethyltrimethyl ammonium iodide and aryl amines in aqueous hydrotropic solution. The synthesis proceeds in excellent yields within short reaction times.

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References

  1. Kealy TJ, Pauson PL (1951) Nature 168:1039

    Article  CAS  Google Scholar 

  2. Miller SA, Tebboth JA, Tremaine JF (1952) J Chem Soc 632

  3. Colacot TJ (2003) Chem Rev 103:3101

    Article  CAS  Google Scholar 

  4. Kaifer AE, de Mendoza J (1996) Comprehensive supramolecular chemistry, Vol 1. Oxford, Elsevier

    Google Scholar 

  5. Yao T, Rechnitz GA (1987) Biosensors 3:307

    Article  Google Scholar 

  6. Kopf-Maier P, Kopf H (1987) Chem Rev 87:1137

    Article  Google Scholar 

  7. Biot C, Delhaes L, N’Diaye CM, Maciejewski LA, Camus D, Dive D (1999) Bioorg Med Chem 7:2843

    Article  CAS  Google Scholar 

  8. Epton R, Marr G, Rogers GK (1976) J Organomet Chem 10:C42

    Article  Google Scholar 

  9. Zhu H, Lin H, Guo H, Yu L (2007) Mat Sci Eng B 138:101

    Article  CAS  Google Scholar 

  10. Togni A, Hayashi T (1995) Ferrocenes: homogeneous catalysis/organic synthesis/material science. Wiley–VCH, Weinheim

    Google Scholar 

  11. Gruter GM, van Klink GPM, Akkerman OS, Bickelhanpt F (1995) Chem Rev 95:2405

    Article  CAS  Google Scholar 

  12. Oame I (1988) Coord Chem Rev 83:137

    Article  Google Scholar 

  13. Ryabov AD (1990) Chem Rev 90:403

    Article  CAS  Google Scholar 

  14. Wang HX, Li YJ, Jin R, Niu JR, Wu HF, Zhou HC, Xu J, Gao RQ, Geng FY (2006) J Organomet Chem 691:987 and references therein

  15. Wang HX, Ding L, Wu YJ (2003) J Organomet Chem 679:130

    Article  CAS  Google Scholar 

  16. Rashinkar G, Pore S, Salunkhe R (2009) Phosphorus Sulfur Silicon Relat Elem 184:1750

    Article  CAS  Google Scholar 

  17. Khadilkar BM, Sadvilkar VG, Gaikar VG (1995) J Chem Technol Biotechnol 63:33

    Article  Google Scholar 

  18. Khadilkar BM, Gaikar VG, Chitnavis AA (1995) Tetrahedron Lett 36:8083

    Article  CAS  Google Scholar 

  19. Laxman M, Sharma MM (1990) Synth Commun 20:111

    Article  CAS  Google Scholar 

  20. Khadilkar BM, Madyar VR (2001) Org Process Res Dev 4:452

    Article  Google Scholar 

  21. Lindsay JK, Hauser CR (1957) J Org Chem 22:355

    Article  CAS  Google Scholar 

  22. Furnis BS, Hannaford AJ, Smith PWG, Tatchell AR (1996) Vogel’s textbook of practical organic chemistry. Prentice Hall

  23. Gao Y, Twamley B, Shreeve JM (2004) Inorg Chem 43:3406

    Article  CAS  Google Scholar 

  24. Khrushcheva NS (2003) Russ Chem Bull 52:2146

    Article  CAS  Google Scholar 

  25. Bildstein B, Malaun M, Kopacka H, Ongania KH, Wurst K (1998) J Organomet Chem 552:45

    Article  CAS  Google Scholar 

  26. Dallinger D, Kappe CO (2007) Chem Rev 107:2563

    Article  CAS  Google Scholar 

Download references

Acknowledgments

We gratefully acknowledge the financial support from the Department of Science Technology and University Grants Commission for FIST and SAP, respectively.

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Correspondence to Gajanan Rashinkar.

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Rashinkar, G., Kamble, S., Kumbhar, A. et al. Facile synthesis of ferrocenylamines in aqueous hydrotropic solution using microwaves. Transition Met Chem 35, 185–190 (2010). https://doi.org/10.1007/s11243-009-9312-y

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  • DOI: https://doi.org/10.1007/s11243-009-9312-y

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