ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Reactions of Complex Ligands, XVII. Regiospecific Reaction of 1,4-Enynes with Pentacarbonyl(methoxyphenylcarbene)chromium(0): Preparation of Allyl-substituted 1-Naphthol- and 1,4-Naphthoquinone DerivativesPentacarbonyl(methoxyphenylcarbene)chromium(0) (1) and the enynes 2-5 react on warming in di-n-butyl ether to give the tricarbonyl(2(or 3)-alkyl-3(or 2)-allyl-4-methoxy-1-naphthol)chromium(0) complexes 6-9. Chromatography of these compounds on silica gel under atmospheric conditions results in decomplexation and formation of a naphthol- (9 → 11) or a 1,4-naphtho-quinone derivative (8 → 10). Oxidation of 6-9 with silver(I) oxide leads exclusively to the quinones 12-14 and their tricarbonylchromium complexes 15-17. The products are characterized by spectroscopic methods.
Notes:
Pentacarbonyl(methoxyphenylcarben)chrom(0) (1) reagiert mit den 1,4-Eninen 2-5 beim Erwärmen in Di-n-butylether zu den Tricarbonyl(2(bzw. 3)-alkyl-3(bzw.2)-allyl-4-methoxy-1-naphthol)-chrom(0)-Komplexen 6-9. Diese werden bei Luftzutritt an Kieselgel zum Naphthol- (9 → 11) oder direkt zum 1,4-Naphthochinon-Derivat (8 → 10) dekomplexiert. Die Oxidation von 6-9 mit Silber(I)-oxid führt stets zu den Chinonen 12-14 und deren Tricarbonylchrom-Komplexen 15-17. Die Reaktionsprodukte werden spektroskopisch charakterisiert.
Additional Material:
5 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19801130906
