Abstract
1-(2-Pyridylamino and 2-pyrimidinylamino)naphthalene (abbreviated as Hpyn and Hpmn, respectively) and 2-(p-toluidino)quinoline (Htlq) were directly cycloaurated with Na[AuCl4] to give [AuCl2L] (L = pyn, pmn, or tlq). These complexes were characterized spectroscopically and the square planar structure of [AuCl2(pmn)] was determined by X-ray analysis. The naphthalene ring was aurated at position 2, forming a six-membered auraheterocycle with concomitant coordination of the pyrimidine-N atom. The trans influence of the carbon donor was clearly reflected in the Au–Cl bond lengths; 2.372(2) trans to C and 2.275Å trans to N. Similar square planar structures were suggested for the other two complexes.
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References
I. Omae, Organometallic Intramolecular Coordination Compounds, J. Organometal. Chem. Library, 18, (1986).
M. Nonoyama, K. Nakajima and K. Nonoyama, Polyhedron, 16, 4039 (1997).
Y. Fuchita, H. Ieda, Y. Tsunemune J. K.-Nagaoka and H. Kawano, J. Chem. Soc., Dalton Trans., 791 (1998).
M. A. Cinellu, A. Zucca, S. Stoccoro, G. Minghetti, M. Manassero and M. Sansoni, J. Chem. Soc., Dalton Trans., 2865 (1995).
M. A. Cinellu, A. Zucca, S. Stoccoro, G. Minghetti, M. Manassero and M. Sansoni, J. Chem. Soc., Dalton Trans., 4217 (1996).
M. Polamo, T. Repo and M. Leskelä, Acta Chem. Scand., 51, 325 (1997).
L. J. Bellamy, The Infra-red Spectra of Complex Molecules, 3rd. ed., Chapman and Hall Ltd., London, 1975, p.287.
A. J. Boulton and A. McKillop in A. R. Katritzky and C. W. Rees (Eds.), Comprehensive Heterocyclic Chemistry, Pergamon Press, Oxford, 1984, Vol 2, p. 9.
M. Nonoyama and K. Yamasaki, Inorg. Chim. Acta, 3, 585 (1969).
A. Albinati, S. Affolter and P. S. Pregosion, Organometallics, 9, 379 (1990).
J. H. Groen, P. W. N. M. van Leeuwen and K. Vrieze, J. Chem. Soc., Dalton Trans., 113 (1998).
F. A. Cotton and G. Wilkinson, Basic Inorganic Chemistry, Wiley, New York, 1976, p. 87.
W. Stadlbauer and T. Kappe, Chem. Ber., 109, 3663 (1976).
G. M. Sheldrick, SHELXS-86, Program for Crystal Structure Determination, University of GoÈttingen, Germany, 1986.
S. R. Hall, H. D. Flack and J. M. Stewart, Xtal 3.2, Program for X-ray Crystal Structure Analysis, University of Western Australia, Geneva, and Maryland, 1992.
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Nonoyama, M., Nakajima, K. Direct cycloauration of 1-(2-pyridylamino and 2-pyrimidinylamino)naphthalene and 2-(p-toluidino)quinoline with sodium tetrachloroaurate(III). Transition Metal Chemistry 24, 449–453 (1999). https://doi.org/10.1023/A:1006979503280
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DOI: https://doi.org/10.1023/A:1006979503280