Journal of Organometallic Chemistry p. 59 - 67 (1996)
Update date:2022-08-03
Topics:
Albert, Joan
Granell, Jaume
Moragas, Rosa
Font-Bardia, Merce
Solans, Xavier
The action of Pd(AcO)2 on the imines 3,4-(MeO)2C6H3CH=N(CH2)nC6H4R has been studied. Five-membered endo metallacycles were obtained from the imines la (R = H, n = 0), 1b (R = 2-MeO, n = 0), 1c (R = 4-MeO, n = 1) and 1d (R = 4-MeO, n = 2) by activation of the less hindered C(aromatic)-H bond. A six-membered metallacycle, containing a Pd-O bond, was obtained from the imine 1e, 2,4,6-(MeO)3C6H2CH=NC6H5, by activation of one of the ortho O-CH3 bonds. All these results show the strong tendency of imines to form endocyclic compounds and the importance of steric factors in the process. Complexes [PdBr(C-N)(PPh3)] or even [Pd(AcO)(C-N)(PPh3)], in which the acetate acts as a monodentated ligand, can be obtained by the action of PPh3 on the new cyclometallated compounds. [Pd(2-{CH=N-(CH2)2-4′-(MeO)C6H4}-4,5-(MeO)2C6H2)Br(PPh3)] crystallizes in the triclinic space group P1 with a = 18.388(3), b = 10.167(2), c = 9.858(2) A, α = 69.00(2), β = 76.79(2), γ = 78.80(3)° and Z = 2.
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