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Synthesis and characterization of di- and triorganotin(IV) complexes of 2-tert-butyl-4-methyl phenol

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Abstract

The di- and trialkyltin(IV) complexes of composition R2SnCl2−x (OAr), and n-Bu3Sn(OAr) (R = n-Bu and Me; x = 1 and 2; OAr = OC6H3But-2-Me-4) have been synthesized by the reactions of di-n-butyl and dimethyltin dichlorides and tri-n-butyltin(IV) chloride with 2-tert-butyl-4-methylphenol and triethylamine in tetrahydrofuran. The reaction of triphenyltin chloride with trimethylsilyl-2-t-butyl-4-methylphenoxide in the same solvent however, gives a complex of composition Ph3Sn(OAr). The complexes have been characterized by microanalyses, molar conductance measurements, molecular weight determinations and IR and 1H, 13C and 119Sn NMR and mass spectral studies. Thermal behaviour of the complexes has been studied by TGA and DTA techniques. From the non-isothermal TG data, the kinetic and thermodynamic parameters have been calculated employing Coats-Redfern equation and the mechanism of decomposition has been computed using non-isothermal kinetic method. Thermal investigations on the blends of poly(methylmethacrylate). PMMA, with organotin(IV)-2-tert-butyl-4-methylphenoxides have shown increased thermal stability compared to pure PMMA suggesting thereby their potential as additives towards PMMA.

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References

  1. Davies A G and Smith P J 1982 Tin in comprehensive organometallic chemistry (eds) G Wilkinson, F G A Stone and E W Abel (Oxford: Pergamon Press) vol 2, p. 519

    Google Scholar 

  2. Gielen M, Kemmer M, Biemans M, Willem R and de Vos D 2003 J. Organomet. Chem. 10 823

    Google Scholar 

  3. Smith P J 1997 Chemistry of tin (London: Blackie Academic and Professional) 2nd edn

    Google Scholar 

  4. Esteruelas M A, Lahoz F J, Olivan M, Onate E and Oro L A 1995 Organometallics 14 3846

    Google Scholar 

  5. Kienan E, Sahai M, Roth Z, Nudelman A and Herzig J 1985 J. Org. Chem. 50 3558

    Article  Google Scholar 

  6. Barton D H R, Jang D O and Jaszberenyi J Cs 1990 Tetrahedron. Lett. 31 3991

    Article  CAS  Google Scholar 

  7. Kinart W J, Kinart C M, Tran Q T and Oszczda R 2005 Appl. Organomet. Chem. 19 147

    Article  CAS  Google Scholar 

  8. Poller R C and Ruddick J N R 1972 J. Organomet. Chem. 39 121

    Article  CAS  Google Scholar 

  9. Ramesh S, Kalia N, Grewal G and Franck R W 1990 J. Org. Chem. 55 5

    Article  CAS  Google Scholar 

  10. Gielen M 2002 Appl. Organomet. Chem. 16 481

    Article  CAS  Google Scholar 

  11. Di Stefano R, Scopelliti M, Pellerito C, Fiore T, Vitturi R, Colombia Ms, Gianguzza P, Stocco G C, Consiglio M and Pellerito L 2002 J. Inorg. Biochem. 89 279

    Article  Google Scholar 

  12. Horrocks J A 1967 British Patent 1069165 17 May 1967 (Chem. Abstr.) 67 32778j

  13. Aus D, Jean and Gold H 1959 Chem. Ber. 92 3076

    Article  Google Scholar 

  14. Yeap G Y, Ishizawa N and Nakumara Y Y 1998 J. Coord. Chem. 44 325

    Article  CAS  Google Scholar 

  15. Mishra S and Singh A 2003 Main Group Met. Chem. 26 221

    CAS  Google Scholar 

  16. Petrosyan V S, Milaeva E R, Gracheva Y A, Grigoriev E V and Tyurin V Y 2002 Appl. Organomet. Chem. 16 655

    Article  CAS  Google Scholar 

  17. Sandhu S C and Pushkarna S C 1976 J. Ind. Chem. Soc. 12 1214

    Google Scholar 

  18. Malhotra K C, Sharma N and Chaudhry S C 1993 J. Ind. Chem. Soc. 70 633

    CAS  Google Scholar 

  19. Malhotra K C, Sharma N and Chaudhry S S 1992 Proc. Nat. Acad. Sci. India A62 341

    Google Scholar 

  20. Sharma N, Kaistha A, Bhatt S S and Chaudhry S C 2003 Synth. React. Inorg. Met. Org. Chem. 3 497

    Article  CAS  Google Scholar 

  21. Sharma N, Pathania S S Archana, Bhatt S S and Chaudhry S C 2004 Indian J. Chem. A43 1672

    Google Scholar 

  22. Simons W W 1978 The Sadtler handbook of infrared spectra, Sadtler Research Laboratories Inc: 533 Spring Garden Street, Philadelphia, Pennsylvania 191004

    Google Scholar 

  23. Dyer J R 1989 Applications of absorption spectroscopy of organic compounds (New Delhi: Prentice-Hall India Pvt. Ltd.) p. 37

    Google Scholar 

  24. Sandhu G K, Sharma N and Tiekink E R T 1991 J. Organomet. Chem. 403 119

    Article  CAS  Google Scholar 

  25. Masood H, Ali S, Bhatti M H, Mazhar M, Iqbal R, Khan K M and Maharvi G M 2003 Turk J. Chem. 27 657

    Google Scholar 

  26. Masood H, Ali S, Mazhar M, Shazadi S and Shahid K 2004 Turk J. Chem. 28 75

    CAS  Google Scholar 

  27. Pettinari C, Pellei M, Marchetti F, Santini C and Miliani M 1998 Polyhedron 17 561

    Article  CAS  Google Scholar 

  28. Jotham R W, Kettle S F A and Marks J A 1972 J. Chem. Soc., Dalton Trans. 428

  29. Poller R C 1970 The chemistry of organotin compounds (London: Logos Press)

    Google Scholar 

  30. Das M K, Nath M and Zuckerman J J 1983 Inorg. Chim. Acta 71 79

    Article  Google Scholar 

  31. Clark G R, Nielson A J and Rickard C E F 1987 Polyhedron 6 1785

    Article  Google Scholar 

  32. Holecek J, Nadvornik M, Handlir K and Licka A 1983 J. Organomet. Chem. 241 177

    Article  CAS  Google Scholar 

  33. Smith P J and Tupciauskas A P 1978 Annu. Report. NMR Spectroscopy 8 291

    Article  CAS  Google Scholar 

  34. Harris R K, Kennedy J D and McFarlane W 1978 NMR and the periodic table (eds) R K Harris and B E Mann (London: Academic Press) p. 342

    Google Scholar 

  35. Fang X N, Song X Q and Xie Q L 2001 J. Organomet. Chem. 619 43

    Article  CAS  Google Scholar 

  36. Coats A W and Redfern J P 1964 Nature (London) 68 201

    Google Scholar 

  37. Sawney S S and Bansal A K 1983 Thermochim. Acta 66 347

    Article  Google Scholar 

  38. Chourasia P, Suryesh K K and Mishra A P 1993 Proc. Ind. Acad. Sci. (Chem. Sci.) 105 173

    CAS  Google Scholar 

  39. Frost A A and Pearson R G 1961 Kinetics and mechanism (New York: Wiley)

    Google Scholar 

  40. Sestak J and Berggren G 1971 Thermochim. Acta 3 1

    Article  CAS  Google Scholar 

  41. Lozano R, Matinez J, Matinez A, Roman J and Jesus F D 1989 Polyhedron 21 2611

    Article  Google Scholar 

  42. Sharma N, Archana, Thakur M, Kumari R, Bhatt S S and Chaudhry S C 2006 Thermans 200 Proceedings of the XVth National Symposium on Thermal Analysis p. 200

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Sharma, N., Thakur, A.M., Bhatt, S.S. et al. Synthesis and characterization of di- and triorganotin(IV) complexes of 2-tert-butyl-4-methyl phenol. J Chem Sci 119, 311–318 (2007). https://doi.org/10.1007/s12039-007-0042-4

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  • DOI: https://doi.org/10.1007/s12039-007-0042-4

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