Organic reactions involving transition metals. Part V. Nucleophilic attack on co-ordinated dienes by carboxylate ions and a rearrangement reaction of a co-ordinated norbornenyl group
- 1 January 1971
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in J. Chem. Soc. A
- p. 3699-3705
- https://doi.org/10.1039/j19710003699
Abstract
The complexes (diene)MCl2(diene = norbornadiene, dicyclopentadiene, M = Pd, Pt; diene = cyclo-octa-1,5-diene, hexa-1,5-diene, M = Pt) react with silver carboxylates, AgO2CR (R = CH3, CH2Cl, CH2F, C6H5), to give in most cases the complexes [(RCO2-alkenyl)MO2CR]2 in which one double bond of the diene has undergone nucleophilic attack. In three cases the monomeric products (diene)Pt(O2CR)2 are obtained (diene = norbornadiene, R = CH2Cl, CH2F; diene = cyclo-octa-1,5-diene, R = CH2F). The n.m.r. spectra of some of the norbornadiene derivatives have been examined and a controversy over band assignments is resolved. The norbornadiene derivatives react with triphenylphosphine to give dimeric products [(RCO2C7H8)M(O2CR)PPh3]2 in which the organic ligand has rearranged to a nortricyclene system.Keywords
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