Behaviour of α-functional organotransition metals. Synthesis,characterisation and some reactions of 1-acetoxyalkyl derivatives of iron(II) and molybdenum(II) |
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Authors: | Susanna E Himmel GBrent Young Dawning CM Fung Christine Hollinshead |
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Institution: | Chemistry Department, Imperial College, London SW7 2AY, England |
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Abstract: | Acetoxyalkyl metal derivatives M(C5H5)(CO)nCHROC(O)Me] M = Fe, n = 2; M = Mo, n = 3; R = H, Me] are readily prepared by reaction of bromoalkylacetates with the appropriate cyclopentadienylcarbonylmetallate anion. The complexes are characterised by their NMR (1H and 13C) and IR parameters and by mass spectrometry. The acetoxyethyl species are thermally labile via β-hydrogen transfer. Treatment of acetoxymethyl complexes with protic acids leads to carbon-oxygen cleavage and release of acetic acid; HCl affords chloromethyl complexes, carboxylic acids yield new carboxylatomethyl derivatives, HBF4 leads to decomposition. The metalloesters are resistant to hydrolysis, transesterification and carboxylate displacement by nucleophiles (HO?, MeO?, H2N? Et2N?). Migratory insertion of CO could not be induced. |
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Keywords: | Author to whom correspondence should be addressed |
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