Preparation of an lsocyano-β-di ketone via its metal complexes, by use of metal ions as protecting groups
A ligand containing isocyanlde and β-diketone functional groups, 3-(4-isocyanophenyl)-2,4-pentanedione (HacphNC), and several of its metal complexes have been prepared. The free isocyano-β-diketone could not be prepared by dehydration of the analogous formamide, HacphNHCHO, because of the reactivity of its β-diketone moiety. Instead, the metal complexes Al(acphNC) 3, Fe(acphNC) 3, Cu(acphNC) 2, and Zn(acphNC) 2 were synthesized by dehydration of the formamldo-β-diketonate complexes Al(acphNHCHO) 3, Fe(acphNHCHO) 3, Cu(acphNHCHO) 2, and Zn(acphNHCHO) 2. The free isocyano-β-diketone, HacphNC, can be liberated from its Al and Fe complexes by treatment with oxalate (C 2O 42-) and HC 2O 4-. In addition to these O-bound complexes, C(N)-bound complexes can be prepared by the reaction of either Al(acphNC) 3 or HacphNC with Au(I). X-ray analyses of HacphNC, Al(acphNC) 3, (HacphNC)AuCl, Cu(acphNHCHO) 2, trans-Zn(acphNHCHO) 2(H 2O) 2, and two other intermediates are also reported. © 2009 American Chemical Society.
Publication Source (Journal or Book title)
Zhang, Y., & Maverick, A. (2009). Preparation of an lsocyano-β-di ketone via its metal complexes, by use of metal ions as protecting groups. Inorganic Chemistry, 48 (22), 10512-10518. https://doi.org/10.1021/ic900202e