Síntese e caracterização de compostos diorganoestânicos com ácido dl-mandélico
Main Article Content
Abstract
Por reação de quantidades eqüimoleculares de R2SnO ou R2SnCl2 (R = -CH3; -C4H9) com ácido dl-mandélico, C6H5CH(OH)COOH, em meio de etanol, foram obtidos novos compostos formulados como [(LR2Sn)2O] [L= C6H5CH(OH)COO-], nos quais o átomo de estanho é pentacoordenado, com o ligante L estabelecendo uma ligação bidentada através dos átomos de oxigênio dos grupos ácido e hidroxila alcoólica. Nas mesmas condições, nenhum produto obtido a partir da reação de (C6H5)2SnO ou (C6H5)2SnCl2 pode ser identificado. No entanto, quando da reação de (C6H5)2SnCl2 com ácido dl-mandélico, em meio de acetonitrila, foi preparado um composto dimérico hexacoordenado formulado como [L(C6H5)2SnCl]2. Este composto não pode ser isolado de forma pura e está misturado com 7% de impurezas não identificadas, cujos parâmetros de interação hiperfina sugerem tratar de estanho tetravalente octaedricamente coordenado por oxigênio. Os compostos obtidos foram caracterizados por determinação de ponto de fusão, microanálise e espectroscopias i.v. e Mössbauer.
Metrics
Article Details
This work is licensed under a Creative Commons Attribution 4.0 International License.
The corresponding author transfers the copyright of the submitted manuscript and all its versions to Eclet. Quim., after having the consent of all authors, which ceases if the manuscript is rejected or withdrawn during the review process.
When a published manuscript in EQJ is also published in other journal, it will be immediately withdrawn from EQ and the authors informed of the Editor decision.
Self-archive to institutional, thematic repositories or personal webpage is permitted just after publication. The articles published by Eclet. Quim. are licensed under the Creative Commons Attribution 4.0 International License.
References
BARBIÉRI, R. S.; KLEIN, S. I.; MARQUES NETTO; A. Time differential perturbed angular correlation (TDPAC) study of some hafnium glycolate complexes. Polyhedron, v. 7, p. 2165, 1988.
BARBIÉRI, R. S.; TERRA, V.R.; MARQUES NETTO, A.; ROCHA, J. C. Infrared study of zirconium and hafnium a-hydroxycarboxylates. Ecl. Quím., v. 19, p. 129, 1994.
BARBIÉRI, R. S.; TERRA, V.R.; MARQUES NETTO, A.; ROCHA, J. C. Contribution to the study of zirconium and hafnium a-hydroxycarboxylates. Quím. Nova, v. 18, p. 40, 1995.
BLUNDEN, S. J.; CHAPMAN, A. Organotin compounds in the environment. Organometallic compounds in the environment; CRAIG, P. J., Ed. Harlow: Longman, 1986.
BOLARD, J. Infrared absorptions spectra of simple hydroxy acids. J. Chem Phys., p. 887, 1965.
CEFALU, R.; BOSCO, R.; BONATI, R.; MAGGIO, F.; BARBIERI, R. Spectroscopyc studies on complexes of diorganotin(IV) moieties with SNO and ONO tridentade ligands. Z. Anorg. Allg. Chem., v.376, p. 180, 1970.
DAVIES, A.G.; KARPEL, S. Comprehensive organometallic chemistry. Oxford: Pergamon Press, v. 1, 1982.
DAVIES, A.G.; MILLEDGE, H.J.; PUXLEY, D.C.; SMITH, P.J. Crystal structure and Mössbauer spectrum of dimethyltin dichloride. J. Chem. Soc.(A); p. 2862, 1970.
DAVIES, A.G.; SMITH, P.J.; Comprehensive organometallic chemistry. Oxford: Pergamon Press, 1982. v.2.
DEBYE, N. W. G.; FENTON, D. E.; ULRICH, S. E.; ZUCKERMAN, J. 119Sn Mössbauer and N.M.R. study of trialkyltin acetates. J. Organomet. Chem., v. 28, p.339, 1971.
DENES, G.; LAOU, E.; MUNTASAR, A. Reactions of stannous fluoride in hydrogen peroxide. Hyp. Int., v.90, p.429, 1994.
EVANS, C..J.; KARPEL, S. Organotin compounds in modern technology, J. Organomet.Chem. Library 16. Amsterdam: Elsevier, 1985.
FORD, B.F.E.; LIENGME, B.V.; SAMS, J.R. Organotin carboxylates. I. Mössbauer and infrared study of triphenyltin carboxylates and novel compounds RSn(O)OCOR’. J. Organomet. Chem., v. 19, p. 53, 1969.
GIELEN, M. Tin as a vital nutrient: implications in cancer prophylaxis and other physiological process; CARDARELLI, N. F., Ed. Boca Raton: C. R. C. Press., 1986.
HAIDUA, I.; SILVESTU, C. Metal compounds in cancer chemotherapy. Coord. Chem. Rev., v. 99, p. 253, 1990.
HAMILTON, W.C.; IBERS, J.A. Hydrogen bonding in solids. New York: Benjamin, 1968.
HOLECEK, J.; NADVORNIK, M.; HANDLIR, K.; LYCKA, A. 13C and 119Sn NMR spectra of di-n-butyltin(IV) compounds. J. Organomet. Chem., v. 315, p. 299. 1986.
LARSEN, E. M., HOMEIR, E. H. Zirconium(IV) and hafnium(IV) complexes of a-hidroxy carboxylates, lactates, mandelates, and isopropylmandelates. Stereo-specificity in eight-coordinate complexes. Inorg. Chem., v.11, p.2687, 1972.
LOCKART, T. P.; MANDERS, W. F.; HOLT, E. M. Solution and solid-state molecular structures of Me2Sn(OAc)2 (I) and its hydrolyzate, ([Me2Sn(OAc)]2O)2 (II), by solution and solid-state 13C NMR. X-ray diffraction study of II. J. Am. Chem. Soc., v. 108, p. 6611, 1986.
MESUBI, M . A. Infrared spectra of triphenyltin substituted benzoates. Spectrochimica Acta, v. 32A, p. 1327, 1976.
_______. Synthesis and infrared studies of tri and diorganotin(IV) derivatives of benzilic acid. Spectrochimica Acta, v. 38A, p.989, 1982.
MESUBI, M. A.; OLATUNJI, G. A. A study of the thermal decomposition of some triphenyltin carboxylates. Termochimica Acta, v. 67, p. 307, 1983.
MOKAL, V. B.; JAIN, V.K.; TIEKINK, E. R.T. Structural chemistry of organotin carboxylates. IX. Synthesis and characterization of n-butylnoxo arboxylates: [nBuSn(O)(O2CR’)]6, R’= iPr or tBu, and the crystal structure of the latter. J. Organomet. Chem., v. 407, p. 173, 1991.
OKAWARA, R.; WADA, M. Structural aspects of organotin compounds. Adv. Organomet. Chem., v.5, p.137, 1967.
OMAE. I. Organotin chemistry, J. Organomet. Chem. Library 21. Amsterdam: Elsevier, 1989.
OTERA, J.; KAWASAKI, Y.; TANAKA, T. Long range spin-spin coupling in kojato complexes of tin(IV) and their infrared spectra. Inorg. Chim. Acta, v. 1, p. 294, 1967.
PARULEKAR, C. S.; JAIN, V.K., DAS, T.K.; GRUPTA, A. R. Structural chemistry of organotin carboxylates. II. The crystal structure of the dicarboxylato tetraorganodistannoxane {[nBu2Sn(O2CC5H4N]2}2. J. Organomet. Chem., v. 372, p. 193, 1989.
SANDHU, G. K.; BOPAROY, N.S. Preparation and 119mSn Mössbauer studies of diorganotin(IV) derivatives of nicotinic acid and nicotine acid N-oxide. J. Organomet. Chem., v. 420, p. 23, 1991.
SANDHU, G. K.; HUNDAL, R. Structural chemistry of organotin carboxylates. XVII. Diorganotin(IV) derivatives of N-phthaloyl-DL-valine. J. Organomet. Chem. v. 430, p. 15, 1992.
SANDHU, G.K.; VERMA, S.P.; TIEKINK, E.R.T. Structural chemistry of organotin carboxylates. IV. X-ray crystal structure of polymeric trimethylstannyl thiophene-2-carboxylate. J. Organomet. Chem., v. 393, p. 195, 1990.
TIEKINK, E. R. T. Structural chemistry of organotin carboxylates. XI. X-ray crystal structure of dimethyltin dibenzoate. J. Organomet. Chem., v. 408, p. 323, 1991.
VAN DER BERGHE, E.V.; VAN DER KELEN, G. P.; ALBRECHT, J. A study of the structure of trimethyltinhaloacetates by N.M.R. and I.R. spectroscopy. Inorg. Chim. Acta, v. 2, p. 89, 1968.
VAN DER KELEN, G. P., VAN DER BERGHE, E. V., VERDONCK, L. Organotin halides. Organotion compounds. SAWYER, A. K. (Ed.) New York: Marcel Dekker, 1971.
VOGEL, A. Textbook of practical organic chemistry: qualitative organic analysis. New York: Longman, 1978. 4.ed.