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

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Autoren

Organisationseinheiten

Forschungs-netzwerk anzeigen

Details

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.

ASJC Scopus Sachgebiete

Zitieren

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.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

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
Download
@article{9e0738a85da74f5b85b4d34a412c1680,
title = "Synthesis, Characterization, and Some Reactions of the Tricarbonylchromium Complexes of 1,3-Indandione and Ninhydrin",
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",
author = "Dirk Leinweber and Rudolf Wartchow and Holger Butensch{\"o}n",
year = "1998",
month = dec,
day = "23",
doi = "10.1002/(SICI)1099-0690(199901)1999:1<167::AID-EJOC167>3.0.CO;2-Z",
language = "English",
pages = "167--179",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "Wiley-VCH Verlag",
number = "1",

}

Download

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 -

Von denselben Autoren