Details
| Original language | English |
|---|---|
| Pages (from-to) | 167-179 |
| Number of pages | 13 |
| Journal | European Journal of Organic Chemistry |
| Issue number | 1 |
| Publication status | Published - 23 Dec 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.
Keywords
- 1,3-Indandione, Acetals, Chromium complexes, Hetero Diels-Alder reaction, Ninhydrin, Oxidation
ASJC Scopus subject areas
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: European Journal of Organic Chemistry, No. 1, 23.12.1998, p. 167-179.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Synthesis, Characterization, and Some Reactions of the Tricarbonylchromium Complexes of 1,3-Indandione and Ninhydrin
AU - Leinweber, Dirk
AU - Wartchow, Rudolf
AU - Butenschön, Holger
PY - 1998/12/23
Y1 - 1998/12/23
N2 - 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.
AB - 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.
KW - 1,3-Indandione
KW - Acetals
KW - Chromium complexes
KW - Hetero Diels-Alder reaction
KW - Ninhydrin
KW - Oxidation
UR - http://www.scopus.com/inward/record.url?scp=0032784178&partnerID=8YFLogxK
U2 - 10.1002/(SICI)1099-0690(199901)1999:1<167::AID-EJOC167>3.0.CO;2-Z
DO - 10.1002/(SICI)1099-0690(199901)1999:1<167::AID-EJOC167>3.0.CO;2-Z
M3 - Article
AN - SCOPUS:0032784178
SP - 167
EP - 179
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 1
ER -