Details
| Original language | English |
|---|---|
| Pages (from-to) | 150-157 |
| Number of pages | 8 |
| Journal | Inorganica chimica acta |
| Volume | 296 |
| Issue number | 1 |
| Publication status | Published - 9 Dec 1999 |
Abstract
The syntheses of methoxy substituted benzocyclobutenone and benzocyclobutenedione tricarbonylchromium complexes rac-4 and rac-10 are reported, rac-4 is preferentially obtained by a [2 + 2] cycloaddition of 3-methoxy-1,2-dehydrobenzene with diethoxyethene followed by complexation and acetal hydrolysis, whereas rac-10 is prepared by acetalization of the ligand followed by complexation and hydrolysis, rac-4 is stereoselectively reduced to the benzocyclobutenol complex with LiAlH4 in high yield. However, the anion driven ring opening-cycloaddition sequence furnished only poor selectivity. Vinyl Grignard addition to the 3-methoxybenzocyclobutenedione complex rac-10 gave the 1-vinyl adduct, which was characterized by an X-ray structure analysis.
Keywords
- Benzocyclobutenedione ligand, Benzocyclobutenone ligand, Crystal structures, Tricarbonylchromium complexes
ASJC Scopus subject areas
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Inorganic Chemistry
- Materials Science(all)
- Materials Chemistry
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In: Inorganica chimica acta, Vol. 296, No. 1, 09.12.1999, p. 150-157.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Tricarbonylchromium complexes with methoxy substituted benzocyclobutenone and benzocyclobutenedione ligands
AU - Dongol, Krishna Gopal
AU - Krüger, Jörn
AU - Schnebel, Matthias
AU - Voigt, Beate
AU - Wartchow, Rudolf
AU - Butenschön, Holger
N1 - Funding information: This work was generously supported by the Volkswagen-Stiftung and the Fonds der Chemischen Industrie. K.G. Dongol is indebted to the Gottlieb Daimler und Carl Benz-Stiftung for a doctoral fellowship. Donations of chemicals and solvents from BASF AG, Chemetall GmbH, Degussa-Hüls AG, and Phenolchemie GmbH are gratefully acknowledged.
PY - 1999/12/9
Y1 - 1999/12/9
N2 - The syntheses of methoxy substituted benzocyclobutenone and benzocyclobutenedione tricarbonylchromium complexes rac-4 and rac-10 are reported, rac-4 is preferentially obtained by a [2 + 2] cycloaddition of 3-methoxy-1,2-dehydrobenzene with diethoxyethene followed by complexation and acetal hydrolysis, whereas rac-10 is prepared by acetalization of the ligand followed by complexation and hydrolysis, rac-4 is stereoselectively reduced to the benzocyclobutenol complex with LiAlH4 in high yield. However, the anion driven ring opening-cycloaddition sequence furnished only poor selectivity. Vinyl Grignard addition to the 3-methoxybenzocyclobutenedione complex rac-10 gave the 1-vinyl adduct, which was characterized by an X-ray structure analysis.
AB - The syntheses of methoxy substituted benzocyclobutenone and benzocyclobutenedione tricarbonylchromium complexes rac-4 and rac-10 are reported, rac-4 is preferentially obtained by a [2 + 2] cycloaddition of 3-methoxy-1,2-dehydrobenzene with diethoxyethene followed by complexation and acetal hydrolysis, whereas rac-10 is prepared by acetalization of the ligand followed by complexation and hydrolysis, rac-4 is stereoselectively reduced to the benzocyclobutenol complex with LiAlH4 in high yield. However, the anion driven ring opening-cycloaddition sequence furnished only poor selectivity. Vinyl Grignard addition to the 3-methoxybenzocyclobutenedione complex rac-10 gave the 1-vinyl adduct, which was characterized by an X-ray structure analysis.
KW - Benzocyclobutenedione ligand
KW - Benzocyclobutenone ligand
KW - Crystal structures
KW - Tricarbonylchromium complexes
UR - http://www.scopus.com/inward/record.url?scp=0000224071&partnerID=8YFLogxK
U2 - 10.1016/s0020-1693(99)00353-9
DO - 10.1016/s0020-1693(99)00353-9
M3 - Article
AN - SCOPUS:0000224071
VL - 296
SP - 150
EP - 157
JO - Inorganica chimica acta
JF - Inorganica chimica acta
SN - 0020-1693
IS - 1
ER -