The stereochemistry of organometallic compounds. Part III. Interactions of non-bonded substituents in the kinetically controlled reactions of substituted indanes with hexacarbonylchromium and tricarbonyl(trispyridine)chromium
- 1 January 1969
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 1204-1207
- https://doi.org/10.1039/j29690001204
Abstract
Reaction of tricarbonyl(trispyridine)chromium with 1- and 2-hydroxyindanes in the presence of boron trifluoride etherate gave in each case pure cis-tricarbonyl(hydroxyindane)chromium together with some pentacarbonyl(pyridine)chromium. 1-Methoxyindane also gave exclusively cis-tricarbonyl compound and the reactions have been shown to be kinetically controlled. These results are compared with the similar stereospecificity of the Simmons–Smith reaction with some hydroxy- and alkoxy-cyclic olefins. The early stages of the reaction of hexacarbonylchromium with hydroxy- and methoxy-indanes also appear to be partially kinetically controlled and the formation of cis-isomers is preferred. The reactions of tricarbonyl(trispyridine)chromium with other substituted indanes are discussed.Keywords
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