Synthesis of copper(I) complexes with a novel naphthyl-appended macrocyclic ligand, including the crystal and molecular structure of the first copper(I)–η²-naphthyl complex

Abstract

A new ligand, N-[2-(1-naphthyl)ethyl]-1-aza-4,8-dithiacyclodecane (L), and two of its copper(I) complexes [CuL(MeCN)]PF₆ and [CuL]PF₆, have been synthesized and characterized, including crystal structures of the two copper complexes.

References

1. (a) G. van Koten, S. L. James and J. T. B. H. Jastrzebski, in Comprehensive Organometallic Chemistry II, ed. E. W. Abel, F. G. A. Stone and G. Wilkinson, Pergamon, New York, 1995, vol. 3, pp. 57–133; (b) G. H. Posner, An Introduction to Synthesis Using Organocopper Reagents, Wiley-Interscience, New York, 1980; (c) B. H. Lipshutz and S. Sengupta, Org. React. (New York), 1992, 41, 135; (d) Organocopper Reagents: A Practical Approach, ed. R. J. K. Taylor, Oxford University Press, New York, 1994.
2. G. van Koten, J. Organomet. Chem., 1990, 400, 283; A. Camus, N. Marsich, G. Nardin and L. Randaccio, Inorg. Chim. Acta, 1977, 23, 131; P. P. Power, Prog. Inorg. Chem., 1991, 39, 75.
3. (a) V. V. Olijnik and E. A. Goreshnik, J. Struct. Chem., 1994, 35, 668; (b) T. Nickel, K.-R. Pörschke, R. Goddard and C. Krüger, Inorg. Chem., 1992, 31, 4428; (c) J. H. Van Den Hende and W. C. Baird, Jr., J. Am. Chem. Soc., 1963, 85, 1009; (d) M. Håkansson, S. Jagner, E. Clot and O. Eisenstein, Inorg. Chem., 1992, 31, 5389; (e) I. Sanyal, N. N. Murthy and K. D. Karlin, Inorg. Chem., 1993, 32, 5330; (f) H. Eriksson, M. Örtendahl and M. Håkansson, Organometallics, 1996, 15, 4823; (g) P. Ganis, U. Lepore and G. Paiaro, Chem. Commun., 1969, 1054; (h) M. Pasquali, C. Floriani, A. Gaetani-Manfredotti and A. Chiesi-Villa, Inorg. Chem., 1979, 18, 3535; (i) L. M. Engelhardt, P. C. Healy, J. D. Kildea and A. H. White, Aust. J. Chem., 1989, 42, 185; (j) T. C. W. Mak, H. N. C. Wong, K. H. Sze and L. Book, J. Organomet. Chem., 1983, 255, 123 and refs. therein.
4. C. Zybill and G. Müller, Organometallics, 1987, 6, 2489 and refs. therein.
5. R. W. Turner and E. L. Amma, J. Am. Chem. Soc., 1966, 88, 1877.
6. M. B. Dines and P. H. Bird, J. Chem. Soc., Chem. Commun., 1973, 12.
7. P. F. Rodesiler and E. L. Amma, J. Chem. Soc., Chem. Commun., 1974, 599; M. Pasquali, C. Floriani and A. Gaetani-Manfredotti, Inorg. Chem., 1980, 19, 1191.
8. S. Chandrasekhar and A. McAuley, Inorg. Chem., 1992, 31, 2234.
9. J. C. Sheehan, D. W. Chapman and R. W. Roth, J. Am. Chem. Soc., 1952, 74, 3822; M. Pomerantz and A. S. Ross, J. Am. Chem. Soc., 1975, 97, 5850.
10. G. J. Kubas, Inorg. Synth., 1979, 19, 90.
11. B. J. Hathaway, in Comprehensive Coordination Chemistry, ed. G. Wilkinson, Pergamon, New York, 1987, vol. 5, pp. 533–774.
12. M. Håkansson, K. Wettström and S. Jagner, J. Organomet. Chem., 1991, 421, 347; B. W. Cook, R. G. J. Miller and P. F. Todd, J. Organomet. Chem., 1969, 19, 421 and refs. therein.