Synthesis, Characterization, and Some Reactions of the Tricarbonylchromium Complexes of 1,3-Indandione and Ninhydrin

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OriginalspracheEnglisch
Seiten (von - bis)167-179
Seitenumfang13
FachzeitschriftEuropean Journal of Organic Chemistry
Ausgabenummer1
PublikationsstatusVeröffentlicht - 23 Dez. 1998

Abstract

The syntheses and characterization of the tricarbonylchromium complexes of 1,3-indandione and ninhydrin are described. As the direct complexation proved unsuccessful, the acetal route was tried. Although some complexes were obtained, complex deacetalization did not work in the case of ninhydrin. Finally, the oxidation of tricarbonyl(η6-1,3-indandione)chromium(0) with dimethyldioxirane gave the ninhydrin complex in 75% yield in equilibrium with the indantrione complex. The latter reacts in hetero Diels-Alder reactions with dienes with diastereoselective formation of spiro anellated pyran derivatives.

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Synthesis, Characterization, and Some Reactions of the Tricarbonylchromium Complexes of 1,3-Indandione and Ninhydrin. / Leinweber, Dirk; Wartchow, Rudolf; Butenschön, Holger.
in: European Journal of Organic Chemistry, Nr. 1, 23.12.1998, S. 167-179.

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Leinweber D, Wartchow R, Butenschön H. Synthesis, Characterization, and Some Reactions of the Tricarbonylchromium Complexes of 1,3-Indandione and Ninhydrin. European Journal of Organic Chemistry. 1998 Dez 23;(1):167-179. doi: 10.1002/(SICI)1099-0690(199901)1999:1<167::AID-EJOC167>3.0.CO;2-Z
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AU - Leinweber, Dirk

AU - Wartchow, Rudolf

AU - Butenschön, Holger

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KW - 1,3-Indandione

KW - Acetals

KW - Chromium complexes

KW - Hetero Diels-Alder reaction

KW - Ninhydrin

KW - Oxidation

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