Abstract
Three novel Schiff base adducts [SnMe2Cl2(Hcdacacen)] (1), [SnBu2Cl2(Hcdacacen)2] (2) and [SnPh2Cl2(Hcdacacen)2] (3) have been synthesized by reaction of SnR2Cl2 (R = Me, Bu and Ph) with a new Schiff base ligand methyl-2-[2-(acetylacetoneimino)ethylamino]-1-cyclopentene-1-dithiocarboxylate (Hcdacacen). The ligand and complexes were characterized by elemental analysis and spectroscopic studies. Spectroscopic data suggest that Hcdacacen exists predominately in ketamine tautomeric form and in all complexes acts as a monodentate neutral ligand coordinates to the metal through oxygen atom, while the sulfur atom and imine nitrogen is not involved in the coordination to the tin.
Similar content being viewed by others
References
R. Hernandez-Molina, A. Mederos, in: McCleverty, T.J. Meyer, Comprehensive Coordination Chemistry, 2nd ed., Elsevier, 2005, Vol. 1, Chapter 19 and references therein.
S. Shahzadi, S. Ali, J. Iran. Chem. Soc. 5 (2008) 16
A. Tarassoli, T. Sedaghat, in R.P. Irwin, Organometallic Chemistry Research Perspectives, Nova Science Publishers, New York, 2007, Chapter 7
X. Song, A. Zapata, G. Eng, J. Organomet. Chem., 691 (2006) 1756
M. Nath, S. Pokharia, R. Ydav, Coord. Chem. Rev. 215 (2001) 99.
J. McManus, D. Cunningham, M.J. Hynes, J. Organomet. Chem. 468 (1994) 87
M. Carcelli, C. Pelizzi, G. Pelizzi, P. Mazza, F. Zani, J. Organomet. Chem. 488 (1995) 55
S. Tabassum, C. Pettinari, J. Organomet. Chem. 691 (2006) 1761
M. Gielen, Appl. Organomet. Chem. 16 (2002) 481
Y. Arakawa, P.J. Smith, Chemistry of Tin, 2nd ed., Blackie, London, 1998, Chapter 10.
L. Pellerito, L. Nagy, Coord. Chem. Rev. 224 (2002) 111.
W. Zishen, L. Zhiping, Y. Zhenhuan, Transition Met. Chem. 18 (1993) 291
A.K. Saxena, F. Huber, Coord. Chem. Rev. 95 (1989) 109
M. Gielen, Coord. Chem. Rev. 151 (1996) 41
S.R. Collinson, D.E. Fenton, Coord. Chem. Rev. 148 (1996) 19
M. Gielen, Metal-Based Drugs 1 (1994) 213.
S. Mishra, M. Goyal, A. Singh, Main Group Met. Chem. 25 (2002) 437
A. Saxena, J.P. Tandon, A.J. Crowe, Polyhedron 4 (1985) 1085
L. Singh, S. Varshney, A.K. Varsheny, Appl. Organomet. Chem. 13 (1999) 637
H.I. Beltran, C.D. -Zea, S.H. -Ortega, M.T.R. -Apan, J. Inorg. Biochem. 101 (2007) 1070.
T. Sedaghat, S. Menati, Inorg. Chem. Commun. 7 (2004) 760
T. Sedaghat, M. Rahmani, Phosphorus, Sulfur and Silicon 183 (2008) 1161
C. Pettiniari, F. Marchetti, R. Pettiniari, D. Martini, A. Drozdov, S. Troyanov, Inorg. Chem. Acta 325 (2001) 103
L. Zhang, Y. Zhou, X. Zeng, J.J. Vittal, X. You, J. Chem. Crystallogr. 30 (2000) 259
D.K. Dey, M.K. Saha, M.K. Das, N. Bhartiya, R.K. Bansal, G. Rosair, S. Mitra, Polyhedron 18 (1999) 2687
R.G. Zarracino, J.R. Quinones, H. Hop, J. Organomet. Chem. 664 (2002) 188.
B. Bordas, P. Sohar, G. Matolcsy, P. Berencsi, J. Org. Chem. 37 (1972) 727.
K. Nag, D.S. Joardar, Inorg. Chim. Acta 14 (1975) 133.
G.O. Dudek, R.H. Holm, J. Am. Chem. Soc. 83 (1961) 2099.
E. Kwiatkowski, M. Kwiatkowski, Inorg. Chim. Acta 42 (1980) 197.
T. Tanaka, Inorg. Chim. Acta 1 (1967) 217.
H.C. Clark, R.G. Goel, J. Organomet. Chem. 7 (1967) 263.
B.S. Sarawat, G. Srivastava, R.C. Mehrotra, J. Organomet. Chem. 164 (1979) 153.
Y. Zhou, L. Zhang, X. Zeng, J.J. Vital, X.Z. You, J. Molecular, Structure 553 (2000) 25.
S.G. Teoh, S.B. Teo, G.Y. Yeap, J.P. Declercq, Polyhedron 10 (1991) 2683.
D. Dakernieks, H. Zhu, D. Masi, C. Mealli, Inorg. Chem. 31 (1992) 3601.
M. Pelli, G.G. Lobbia, M. Mancini, R. Spagna, C. Santini, J. Organomet. Chem. 691 (2006) 1615.
T.P. Lockhart, W.F. Manders, Inorg. Chem. 25 (1986) 892.
R.K. Sharma, Y. Singh, A.K. Rai, Phosphorus, Sulfur and Silicon 166 (2000) 221.
J.S. Casas, A. Castineiras, F. Condori, M.D. Couce, U. Russo, A. Sanchez, R. Seoane, J. Sordo, J.M. Varela, Polyhedron 22 (2003) 53.
D. Dakernieks, H. Zhu, D. Masi, C. Mealli, Inorg. Chem. 31 (1992) 3601.
F. Caruso, M. Giomini, A.M. Giu;iani, E. Rivarola, J. Organomet. Chem. 466 (1994) 69.
J.S. Casas, E.E. Castellano, F.J.G. Barros, A. Sańchez, A.S. Gonzalez, J. Sordo, J. Zukerman-Schpector, J. Organomet. Chem. 519 (1996) 209.
J. Otera, J. Organomet. Chem. 221 (1981) 57.
J. Otera, A. Kusaba, T. Hinoishi, Y. Kawasaki, J. Organomet. Chem. 228 (1982) 223.
A.G. Davies, Organotin Chemistry, WILEY-VCH, Weinheim, 2003.
P.A. Boo, M.D. Couce, E. Freijanes, J.S. Casas, A. Castineiras, A.S. Gonzalez, J. Sordo, U. Russo, J. Organomet. Chem. 506 (1996) 253.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Sedaghat, T., Jalilian, F. New adducts of diorganotin(IV) chlorides with a new multifunctional schiff base ligand: Synthesis and spectral properties. JICS 6, 271–276 (2009). https://doi.org/10.1007/BF03245834
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF03245834