New pyridine dithiols: synthesis and structures of complexes with acids

Abstract

Pyridine dithiols have been synthesized by base-induced addition of 2,6-lutidine to (non-enolisable) thioketones, and have been found to encapsulate various acids.

References

1. (a) J. M. Berg and R. H. Holm, J. Am. Chem. Soc., 1985, 107, 917; (b) R. H. Holm and J. M. Berg, Acc. Chem. Res., 1986, 19, 363; (c) B. Kaptein, L. Wang-Griffin, G. Barf and R. M. Kellogg, J. Chem. Soc., Chem. Commun., 1987, 1458; (d) B. Kaptein, G. Barf, R. M. Kellogg and F. Van Bolhuis, J. Org. Chem., 1990, 55, 1890.
2. J. Buter and R. M. Kellogg, unpublished work.
3. (a) J. J. H. Edema, R. Libbers, A. M. Ridder, R. M. Kellogg, F. Van Bolhuis, H. Kooijman and A. L. Spek, J. Chem. Soc., Chem. Commun., 1993, 625 see also; (b) R. Hof and R. M. Kellogg, J. Chem. Soc., Perkin Trans 1, 1996, 1651.
4. P. Beak and J. W. Worley, J. Am. Chem. Soc., 1972, 94, 5970; 1970, 92, 4142.
5. N. N. Greenwood and A. Earnshaw, Chemistry of the Elements, Pergamon Press, New York, 1984, p. 949.
6. (a) Y. P. Zeng, S. W. Sharpe, D. Reifschneider, C. Wittig and R. A. Beandet, J. Chem. Phys., 1990, 93, 183; (b) C. E. Truscott and B. S. Ault, J. Phys. Chem., 1984, 88, 2323.