Zur Bildung von Xylol-tricarbonylchrom (Dimethylbenchrotrenen) aus Di-n-butylether und Hexacarbonylchrom |
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Authors: | Karl Schlögl Richard Schölm |
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Institution: | (1) Institut für Organische Chemie, Universität Wien, A-1090 Wien, Österreich |
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Abstract: | The reaction of fluorenone ethyleneketal (9), diphenic anhydride as well as of biphenyls such as4 with Cr(CO)6 in refluxing di-n-butylether (BE) gives dimethylbenchrotrenes xylene-Cr(CO)3,7] which are also formed by refluxing pureBE with Cr(CO)6—although with much lower yields. Similarily, from di-n-pentylether and Cr(CO)6 isobutyl- and 1-methyl-3-propyl-benchrotrene (13 and14) were obtained, whilst from di-n-propyl- and-hexylether, resp., and Cr(CO)6 no benchrotrenes could be isolated.Tentative assumptions on the catalytic action of certain functional groups were confirmed by the reaction ofBE and Cr(CO)6 in the presence of carbonamides, such as acetamide, urea and pyrrolidone, where 1,4-dimethylbenchrotrene (7 c) was formed with appreciable yields.Studies using dideuteratedBE showed that—at least for the reaction of9 with Cr(CO)6 (giving a much lower yield of7 than with undeuteratedBE)—a simple bimolecular mechanism can be excluded. |
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Keywords: | Di-n-butylether 4 4-dideuterated" target="_blank">gif" alt="prime" align="BASELINE" BORDER="0">-dideuterated Di-n-pentylether Isobutylbenchrotrene Methyl-propyl-benchrotrene |
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