Stereoselectivity of hydrosilylation of olefins
- 29 Downloads
It was discovered that disubstituted olefins, in which the double bond is conjugated with an aromatic system, exhibit stereoselective hydrosilylation: only the trans isomers react directly. The hydrosilylation of the cis isomers is accomplished via prior conversion to the trans isomers. It was postulated that the stereoselectivity of the process is based on the trans-addition mechanism.
KeywordsDouble Bond Trans Isomer Aromatic System Prior Conversion Disubstituted Olefin
Unable to display preview. Download preview PDF.
- 1.R. A. Benkeser, Pure Appl. Chem.,13, 133 (1966).Google Scholar
- 2.M. Capka, P. Svoboda, V. Bazant, and V. Chvalovsky, Chem. Prumysl,21, 324 (1971).Google Scholar
- 3.J. V. Swisher and C. Zullig, J. Org. Chem.,38, 3353 (1973).Google Scholar
- 4.M. C. Musolf and J. L. Speier, J. Org. Chem.,29, 2519 (1964).Google Scholar
- 5.A. I. Nogaideli, L. I. Nakaidze, and V. S. Tskhovrebashvili, Zh. Obshch. Khim.,44, 1763 (1974).Google Scholar
- 6.C. S. Cundy, B. M. Kingston, and M. F. Lappert, Advances Organomet. Chem.,11, 297 (1973).Google Scholar
- 7.F. Conti, L. Raimondi, G. F. Pregaglia, and R. Ugo, J. Organomet. Chem.,70, 107 (1974).Google Scholar
- 8.A. V. Podol'skii, T. G. Cherezova, and M. A. Bulatov, Zh. Obshch. Khim.,47, 1527 (1977).Google Scholar
- 9.R. Ya. Levina, L. E. Karelova, and I. A. El'yashberg, Zh. Obshch. Khim.,10, 913 (1940).Google Scholar
- 10.R. Y. Mixer, R. F. Heck, S. Winstein, and W. G. Young, J. Am. Chem. Soc.,75, 4094 (1953).Google Scholar
- 11.G. Wittig and W. Haag, Chem. Ber.,88, 1654 (1955).Google Scholar