Extrusion of halogens from aromatic compounds by transition metal complexes. Reaction of IrCl(CO)(PPh3)2 with halogenated benzaldehydes |
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| Authors: | Jochanan Blum Zeev Aizenshtat Shulah Iflah |
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| Affiliation: | (1) Department of Organic Chemistry, The Hebrew University of Jerusalem, Israel |
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| Abstract: | Summary The chlorobenzaldehydes, 2-bromo-4-tolualdehyde and 2-iodobenzaldehyde react with IrCl(CO)(PPh3)2 at 190 to 220° to give PhIrCl2(CO)(PPh3)2,p-tolyl IrBr2(CO)(PPh3)2 and PhIrCl2(CO)(PPh3), respectively. Iodo-and bromobenzene form PhIrCl(Hal)(CO)(PPh3)2 complexes, whereas chlorobenzene does not react under these conditions. Halogen transfer from the aromatic to the metal atom in the reaction of halobenzaldehydes, and halogen extrusion in various homogeneously catalyzed processes, are assumed to follow similar reaction patterns. |
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