Transition-metal carbonyl complexes derived from cyclo-octa-2,4,6- trienone and cyclohepta-2,4,6-trienone
- 1 January 1976
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in J. Chem. Soc., Dalton Trans.
- No. 19,p. 1874-1880
- https://doi.org/10.1039/dt9760001874
Abstract
Acid-catalysed hydrolysis of methoxycyclo-octatetraene, (3), is a convenient route to cycle-octa-2,4,6-trienone, (1). The reaction of (3) with dodecacarbonyl-triangulo-tri-iron affords tricarbonyl(η-methoxycyclo-octatetraene)iron, which on acid-catalysed hydrolysis gives tricarbonyl(2–5-η-cyclo-octa-2,4.6-trienone)iron, (6); use of deuteriated acid yields (6) stereospecifically monodeuteriated in the anti-8-position. Treatment of (1) with (benzylideneacetone)tricarbonyliron gives the tricarbonyliron complex of bicyclo[4.2.0]octa-2,4-dien-7-one, the bicyclic valence isomer of (1). The reaction of tricarbonyl(η-cyclohepta-2,4,6.trienone)iron with diazomethane does not lead to ring expansion, but gives a pyraroline by regiospecific 1,3-dipolar cycloaddition. Thermolysis of the pyrazoline, and its analogue prepared using [2H2]diazomethane, yields the corresponding tricarbonyliron complexes of bicyclo[5.1.0]octa-3,5-dienone.Keywords
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