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Synthesis and Characterization of Organoheterotrimetallic Dibutyl-[Sn(IV), Ti(IV), Al(III)]-μ-oxoisopropoxide and Its b-Diketonates
Corresponding Author(s) : Harish K. Sharma
Asian Journal of Chemistry,
Vol. 26 No. 18 (2014): Vol 26 Issue 18
Abstract
Thermal condensation of dibutyl tin diacetate and aluminium isopropoxide in 1:1 molar ratio in refluxing xylene affords [(AcO)Bu2SnOAl(i-OPr)2] which on reaction with titanium isopropoxide in 1:1 molar ratio yields a new organoheterotrimetallic dibutyl [Sn(IV), Ti(IV), Al(III)]-μ-oxoisopropoxide with continuous liberation of isopropyl acetate. The isopropoxy substitution reactions of μ-oxoisopropoxide compound with b-diketones in different molar ratios (1:1-1:2) gives compounds of the type [Bu2SnO2TiAl(i-OPr)5-nLn] (where n is 1-2 and L = acetylacetonate/benzoylacetonate anion). The μ-oxoisopropoxide compound has been characterized by elemental, spectral analysis (IR, 1H, 13C, 119Sn and 27Al NMR) and molecular weight measurement. The b-diketonates of [Bu2SnO2TiAl (i-OPr)5] have been characterized by elemental, liberated isopropanol and spectral analysis (IR, 1H, 13C NMR).
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- D.C. Bradley, R.C. Mehrotra, I.P. Rothwell and A. Singh, Alkoxo and Aryloxo Derivatives of Metals, Academic Press, London/New York (2001).
- (a) M.H. Chisholm, F.A. Cotton, W.E. Extine and R.L. Kelly, J. Am. Chem. Soc., 100, 2256 (1978); doi:10.1021/ja00475a060; (b) M.H. Chisholm, W.W. Reichert, F.A. Cotton and C.A. Murillo, J. Am. Chem. Soc., 99, 1652 (1977); doi:10.1021/ja00447a066; (c) M.H. Chisholm, J.F. Corning and J.C. Huffman, Inorg. Chem., 23, 754 (1984); doi:10.1021/ic00174a023; (d) M.H. Chisholm, K. Folting, J.C. Huffman and R.J. Tatz, J. Am. Chem. Soc., 106, 1153 (1984); doi:10.1021/ja00316a076; (e) M.H. Chisholm, K. Folting-Streib, D.B. Tiedtke, F. Lemoigno and O. Eisenstein, Angew. Chem. Int. Ed. Engl., 34, 110 (1995); doi:10.1002/anie.199501101.
- (a) K.G. Caulton and L.G. Hubert-Pfalzgraf, Chem. Rev., 90, 969 (1990); doi:10.1021/cr00104a003; (b) R.C. Mehrotra, in eds.: R. Relsfeld and C.K. Joergensen, Structure and Bonding; Springer-Verlag: Berlin, 77, 1 (1992); (c) D.C. Bradley, Chem. Rev., 89, 1317 (1989); doi:10.1021/cr00096a004.; (d) S.C. Goel, M.Y. Chiang and W.E. Buhro, Inorg. Chem., 29, 4640 (1990); doi:10.1021/ic00348a012.
- K.J. Klabunde, J.V. Stark, O. Koper, C. Mohs, D.G. Park, S. Decker, Y. Jiang, I. Lagadic and D. Zhang, J. Phys. Chem., 100, 12142 (1996); doi:10.1021/jp960224x.
- O. Koper, I. Lagadic and K.J. Klabunde, Chem. Mater., 9, 838 (1997); doi:10.1021/cm9605274.
- M.H. Chisholm, J. Organomet. Chem., 334, 77 (1987); doi:10.1016/0022-328X(87)80039-6.
- J. Livage, New J. Chem., 25, 1 (2001); doi:10.1039/b009233i.
- R.J.P. Corriu, Angew. Chem. Int. Ed., 39, 1376 (2000); doi:10.1002/(SICI)1521-3773(20000417)39:8<1376::AID-ANIE1376>3.0.CO;2-S.
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- (a) R.C. Mehrotra, in eds.: M.A. Aegerter, M. Jafelicci Jr, D.F. Souza and F.D. Zanotto, Sol Gel Science and Technology, World Scientific, Singapore, p. 27 (1989); (b) R.C. Mehrotra, in eds.: eds R. Reisfeld and C.K. Jorgensen, Present Status and Future Potential of the Sol-Gel Process, In: Chemistry, Spectroscopy and Applications of Sol-Gel Glasses, Springer Verlag, Berlin, p. 1 (1992).
- C.J. Brinker and G.W. Scherer, Sol-Gel Science-The Physics and Chemistry of Sol-Gel Processing, Academic Press, Inc, San Diego and London, pp. 21-96 (non silicates) and pp. 97-234 (silicates) (1990).
- F. Ribot, P. Toledano and C. Sanchez, Chem. Mater., 3, 759 (1991); doi:10.1021/cm00016a035.
- R.S. Ghadwal, M. Sharma, A. Singh and R.C. Mehrotra, Transition Met. Chem., 29, 419 (2004); doi:10.1023/B:TMCH.0000027460.70418.98.
- H.K. Sharma and R. Kumar, Indian J. Chem., 47A, 854 (2008).
- R. Ramachandran, B. Singh, A.K. Narula, P.N. Kapoor, P.K. Gupta and R.N. Kapoor, Polyhedron, 4, 1007 (1985); doi:10.1016/S0277-5387(00)84072-3.
- A.I. Vogel, A Text Book of Quantitative analysis, Longman, London (1989).
- D.C. Bradley, F.M. Abd-El Halim and W. Wardlaw, J. Chem. Soc., 3450 (1950); doi:10.1039/jr9500003450.
- M. Sharma, A.K. Bhagi, Priti, R. Kansal, R. Kumar and P.N. Kapoor, Indian J. Chem., 44A, 2 (2005).
- A.K. Sawyer, Organotin Compounds, Vol-I, Marcel Deckker, INC, New York (1971).
- C.T. Lynch, K.S. Mazdiyasni, J.S. Smith and W.J. Crawford, Anal. Chem., 36, 2332 (1964); doi:10.1021/ac60218a034.
- V.A. Koznov, N.I. Kuzlova, N.Ya. Turova and Yu.S. Nekrasov, Zh. Neorg. Khim, 24, 1526 (1979).
- S.A.K. Narula, O.P. Vermani, H.K. Sharma and A.S. Sarpal, J. Organomet. Chem., 470, 67 (1994); doi:10.1016/0022-328X(94)80149-5.
- T. Ouhadi, A. Hamitou, R. Jerome and Ph. Teyssie, Macromolecules, 9, 927 (1976); doi:10.1021/ma60054a009.
- E. Brcitmair and W. Voelter, 13C NMR Spectroscopy (High Resolution Methods and Application in Organic Chemistry and Biochemistry), VCH, New York (1990).
- J.D. Kennedy, J. Mol. Struct., 31, 207 (1976); doi:10.1016/0022-2860(76)80133-0.
- D. Mueller, W. Hoebbel and W. Gessner, Chem. Phys. Lett., 84, 25 (1981); doi:10.1016/0009-2614(81)85362-6.
- R. Kansal, Ph D Thesis, Department of Chemistry, Delhi University, Delhi (1991).
- K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, John Wiley & Sons, New York (1986).
- L.G. Hubert-Pfalzgraf, S. Daniele, R. Papiernik, M.-C. Massiani, B. Septe, J. Vaissermann and J.-C. Daran, J. Mater. Chem., 7, 753 (1997); doi:10.1039/a605266e.
References
D.C. Bradley, R.C. Mehrotra, I.P. Rothwell and A. Singh, Alkoxo and Aryloxo Derivatives of Metals, Academic Press, London/New York (2001).
(a) M.H. Chisholm, F.A. Cotton, W.E. Extine and R.L. Kelly, J. Am. Chem. Soc., 100, 2256 (1978); doi:10.1021/ja00475a060; (b) M.H. Chisholm, W.W. Reichert, F.A. Cotton and C.A. Murillo, J. Am. Chem. Soc., 99, 1652 (1977); doi:10.1021/ja00447a066; (c) M.H. Chisholm, J.F. Corning and J.C. Huffman, Inorg. Chem., 23, 754 (1984); doi:10.1021/ic00174a023; (d) M.H. Chisholm, K. Folting, J.C. Huffman and R.J. Tatz, J. Am. Chem. Soc., 106, 1153 (1984); doi:10.1021/ja00316a076; (e) M.H. Chisholm, K. Folting-Streib, D.B. Tiedtke, F. Lemoigno and O. Eisenstein, Angew. Chem. Int. Ed. Engl., 34, 110 (1995); doi:10.1002/anie.199501101.
(a) K.G. Caulton and L.G. Hubert-Pfalzgraf, Chem. Rev., 90, 969 (1990); doi:10.1021/cr00104a003; (b) R.C. Mehrotra, in eds.: R. Relsfeld and C.K. Joergensen, Structure and Bonding; Springer-Verlag: Berlin, 77, 1 (1992); (c) D.C. Bradley, Chem. Rev., 89, 1317 (1989); doi:10.1021/cr00096a004.; (d) S.C. Goel, M.Y. Chiang and W.E. Buhro, Inorg. Chem., 29, 4640 (1990); doi:10.1021/ic00348a012.
K.J. Klabunde, J.V. Stark, O. Koper, C. Mohs, D.G. Park, S. Decker, Y. Jiang, I. Lagadic and D. Zhang, J. Phys. Chem., 100, 12142 (1996); doi:10.1021/jp960224x.
O. Koper, I. Lagadic and K.J. Klabunde, Chem. Mater., 9, 838 (1997); doi:10.1021/cm9605274.
M.H. Chisholm, J. Organomet. Chem., 334, 77 (1987); doi:10.1016/0022-328X(87)80039-6.
J. Livage, New J. Chem., 25, 1 (2001); doi:10.1039/b009233i.
R.J.P. Corriu, Angew. Chem. Int. Ed., 39, 1376 (2000); doi:10.1002/(SICI)1521-3773(20000417)39:8<1376::AID-ANIE1376>3.0.CO;2-S.
(a) D.C. Bradley, R.C. Mehrotra and D.P. Gaur, Metal Alkoxides, Academic Press, London, p.150 (1978); (b) D.C. Bradley and J.M. Thomas, Philos. Trans. R Soc. London A, 330, 167 (1990); doi:10.1098/rsta.1990.0010.
(a) R.C. Mehrotra, in eds.: M.A. Aegerter, M. Jafelicci Jr, D.F. Souza and F.D. Zanotto, Sol Gel Science and Technology, World Scientific, Singapore, p. 27 (1989); (b) R.C. Mehrotra, in eds.: eds R. Reisfeld and C.K. Jorgensen, Present Status and Future Potential of the Sol-Gel Process, In: Chemistry, Spectroscopy and Applications of Sol-Gel Glasses, Springer Verlag, Berlin, p. 1 (1992).
C.J. Brinker and G.W. Scherer, Sol-Gel Science-The Physics and Chemistry of Sol-Gel Processing, Academic Press, Inc, San Diego and London, pp. 21-96 (non silicates) and pp. 97-234 (silicates) (1990).
F. Ribot, P. Toledano and C. Sanchez, Chem. Mater., 3, 759 (1991); doi:10.1021/cm00016a035.
R.S. Ghadwal, M. Sharma, A. Singh and R.C. Mehrotra, Transition Met. Chem., 29, 419 (2004); doi:10.1023/B:TMCH.0000027460.70418.98.
H.K. Sharma and R. Kumar, Indian J. Chem., 47A, 854 (2008).
R. Ramachandran, B. Singh, A.K. Narula, P.N. Kapoor, P.K. Gupta and R.N. Kapoor, Polyhedron, 4, 1007 (1985); doi:10.1016/S0277-5387(00)84072-3.
A.I. Vogel, A Text Book of Quantitative analysis, Longman, London (1989).
D.C. Bradley, F.M. Abd-El Halim and W. Wardlaw, J. Chem. Soc., 3450 (1950); doi:10.1039/jr9500003450.
M. Sharma, A.K. Bhagi, Priti, R. Kansal, R. Kumar and P.N. Kapoor, Indian J. Chem., 44A, 2 (2005).
A.K. Sawyer, Organotin Compounds, Vol-I, Marcel Deckker, INC, New York (1971).
C.T. Lynch, K.S. Mazdiyasni, J.S. Smith and W.J. Crawford, Anal. Chem., 36, 2332 (1964); doi:10.1021/ac60218a034.
V.A. Koznov, N.I. Kuzlova, N.Ya. Turova and Yu.S. Nekrasov, Zh. Neorg. Khim, 24, 1526 (1979).
S.A.K. Narula, O.P. Vermani, H.K. Sharma and A.S. Sarpal, J. Organomet. Chem., 470, 67 (1994); doi:10.1016/0022-328X(94)80149-5.
T. Ouhadi, A. Hamitou, R. Jerome and Ph. Teyssie, Macromolecules, 9, 927 (1976); doi:10.1021/ma60054a009.
E. Brcitmair and W. Voelter, 13C NMR Spectroscopy (High Resolution Methods and Application in Organic Chemistry and Biochemistry), VCH, New York (1990).
J.D. Kennedy, J. Mol. Struct., 31, 207 (1976); doi:10.1016/0022-2860(76)80133-0.
D. Mueller, W. Hoebbel and W. Gessner, Chem. Phys. Lett., 84, 25 (1981); doi:10.1016/0009-2614(81)85362-6.
R. Kansal, Ph D Thesis, Department of Chemistry, Delhi University, Delhi (1991).
K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, John Wiley & Sons, New York (1986).
L.G. Hubert-Pfalzgraf, S. Daniele, R. Papiernik, M.-C. Massiani, B. Septe, J. Vaissermann and J.-C. Daran, J. Mater. Chem., 7, 753 (1997); doi:10.1039/a605266e.