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

D. E F Gracey; W. R. Jackson; W. B. Jennings; T. R B Mitchell

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

D. E F Gracey, W. R. Jackson, W. B. Jennings, T. R B Mitchell

Research output: Contribution to journal › Article › Research › peer-review

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 tricarbenyl(trispyridine)chromium with other substituted indanes are discussed.

Original language	English
Pages (from-to)	1204-1207
Number of pages	4
Journal	Journal of the Chemical Society B: Physical Organic
Publication status	Published - 1 Dec 1969
Externally published	Yes

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Gracey, D. E. F., Jackson, W. R., Jennings, W. B., & Mitchell, T. R. B. (1969). 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. Journal of the Chemical Society B: Physical Organic, 1204-1207.

Gracey, D. E F ; Jackson, W. R. ; Jennings, W. B. ; Mitchell, T. R B. / 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. In: Journal of the Chemical Society B: Physical Organic. 1969 ; pp. 1204-1207.

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title = "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",

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 tricarbenyl(trispyridine)chromium with other substituted indanes are discussed.",

author = "Gracey, {D. E F} and Jackson, {W. R.} and Jennings, {W. B.} and Mitchell, {T. R B}",

year = "1969",

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language = "English",

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journal = "Journal of the Chemical Society B: Physical Organic",

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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. / Gracey, D. E F; Jackson, W. R.; Jennings, W. B.; Mitchell, T. R B.

In: Journal of the Chemical Society B: Physical Organic, 01.12.1969, p. 1204-1207.

Research output: Contribution to journal › Article › Research › peer-review

TY - JOUR

T1 - 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

AU - Gracey, D. E F

AU - Jackson, W. R.

AU - Jennings, W. B.

AU - Mitchell, T. R B

PY - 1969/12/1

Y1 - 1969/12/1

N2 - 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 tricarbenyl(trispyridine)chromium with other substituted indanes are discussed.

AB - 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 tricarbenyl(trispyridine)chromium with other substituted indanes are discussed.

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JO - Journal of the Chemical Society B: Physical Organic

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