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Synlett 1999; 1999(12): 2004-2006
DOI: 10.1055/s-1999-2960
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Tricarbonyl(dihydroazepinyl)chromium Complexes and Methylenepyrrolidines from (2′-Dimethylaminoethenyl)carbenechromium Complexes

Heiko Schirmer* , Thomas Labahn, Bernard Flynn, Yao-Ting Wu, Armin de Meijere
  • *Institute für Anorganische und Organische Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2-4, D-37077 Göttingen, Germany; E-mail: ameijer1@uni-goettingen.de
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Publication Date:
31 December 1999 (online)

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The (3-amino-1-ethoxyalkenylidene)pentacarbonylchromium complexes 1 and 8 react with bulkily substituted terminal alkynes 2 and 9 in tetrahydrofuran to give η5-tricarbonyl(dihydroazepinyl)chromium complexes 3 and 12a which can be isolated in low yields. When the reactions are carried out in pyridine, the formal [5 + 2] cycloaddition is favored, but the complexes of type 12 are immediately further transformed to 2-(isobutyrylmethylene)pyrrolidines 13 in good yields.

alkynes - carbene complexes - tricarbonyl(dihydroazepinyl)chromium complexes - methylenepyrrolidines