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Phenylisocyanation and bromination studies on lanthanide β-diketonates

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Summary

Phenylisocyanation and bromination of some twenty lanthanide β-diketonates: Ln(acac)3, Ln(bzac)3 and Ln(dbzm)3 where Ln=PrIII, NdIII, SmIII, GdIII, DyIII and YIII and Ce(acac)4, Ce(bzac)4 and Ce(dbzm)4 have been investigated. While phenylisocyanation gives the expected 3-substituted phenylamido product, bromination, for the first time, has been observed to yield a substituted product with flipping of one (or two) six-membered diketone ring to give a five-membered ring in which the entering bromine electrophile is bonded to the metal and a carbon atom. The other diketone rings, although γ-substituted, remain intact with respect to metal coordination. The substituted complexes have been characterised by i.r., u.v. and n.m.r. spectroscopy.

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Shankar, G., Ramalingam, S.K. Phenylisocyanation and bromination studies on lanthanide β-diketonates. Transition Met Chem 9, 449–453 (1984). https://doi.org/10.1007/BF00620675

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