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Synthesis, Characterization, and Some Reactions of the Tricarbonylchromium Complexes of 1,3‐Indandione and Ninhydrin
Author(s) -
Leinweber Dirk,
Wartchow Rudolf,
Butenschön Holger
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199901)1999:1<167::aid-ejoc167>3.0.co;2-z
Subject(s) - chemistry , ninhydrin , yield (engineering) , reagent , organic chemistry , acetal , amino acid , biochemistry , materials science , metallurgy
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(η 6 ‐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.