Abstract
The catalytid hydrogenation of a variety of organic substrates may be effected by pentacyanocobaltate(II) anion in aqueous solution (1). A general requirement for the reduction of the carbon-carbon double bond is the presence of conjugation; thus, conjugated dienes are reduced to the monoolefin stage. A further requirement fappears to be the ability or the diene to attain a “cisoid” conformation (2). For example, 2, 5-dimethyl-2, 4-hexadiene, in which the cisoid conformation is sterically hindered, is not reduced, while bicyclo - [2,2,1]heptadiene, in which a cisoid conformation is fixed, is reduced, although its resonance stabilization in the ground state is considered to be negligible (3).
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
References
KWIATEK, J., MADOR, I. L., and SEYLER, J. K., J. Am. Chem. Soc., 84, 304 (1962).
To be published.
TURNER, R. B., MEADOR, W. R., and WINKLER, R. E., J. Am. Chem. Soc., 79, 4116 (1957).
KWIATEK, J., MADOR, I. L., and SEYLER, J. K., Advances in Chemistry Series, No.37, pp.201–15, ACS (1963).
KING, N. K., and WINFIELD, M. E., J. Am. Chem. Soc., 83, 3366 (1961).
DE VRIES, B., Koninkl. Ned. Akad. Wetenschap., Proc. Sect. B, 63, 443 (1960);
DE VRIES, B., J. Catalysis, 1, 489 (1962).
GRIFFITH, W. P., and Wilkinson, G., J. Chem. Soc. (London), 1959, 2757.
HECK, R. F., and BRESLOW, D. S., J. Am. Chem. Soc., 82, 750 (1960).
MCCLELLAN, W. R., HOEHN, H. H., Cripps, H. N., Muetterties, E. L., and Howk, B. W., J. Am. Chem. Soc., 83, 1601 (1961).
CHIEN, J. C. W., and Dehm, H. C., Chem.and Ind., 1961, 745.
GOETZ, R.W., and ORCHIN, M., J. Am. Chem. Soc., 85, 2782 (1963).
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1964 Springer-Verlag Wien
About this paper
Cite this paper
Kwiatek, J., Seyler, J.K. (1964). Catalytic Hydrogenation by Pentacyanocobaltate(II): π- and σ- Allylic Complex Intermediates. In: Gutmann, V. (eds) Proceedings of the 8th International Conference on Coordination Chemistry. Springer, Vienna. https://doi.org/10.1007/978-3-7091-3650-8_117
Download citation
DOI: https://doi.org/10.1007/978-3-7091-3650-8_117
Publisher Name: Springer, Vienna
Print ISBN: 978-3-7091-3652-2
Online ISBN: 978-3-7091-3650-8
eBook Packages: Springer Book Archive