ORGN 138 |
| Direct palladation of oxazolines (HL 1–3) using Pd(OAc)2 in AcOH or MeCN afforded the corresponding exo- or endo-cyclopalladated µ-OAc-dimeric complexes 4–6, which were consecutively converted to the corresponding µ-Cl-dimeric analogs and PPh3 mononuclear derivatives. Palladacycles 4 and 5 were also obtained from the corresponding coordination complexes (HL)2Pd(OAc)2 and Pd(OAc)2. Regioselective formation of the six-membered palladacycle 6 from HL 3 supported the endo preference for metalation of imines and related pre-ligands previously reported for five-membered palladacycles. The structures of the synthesized complexes, including conformations of oxazoline rings and palladacycles, were supported by IR, 1H, 13C, and 2D NMR spectroscopy. An X-ray diffraction study of complex 4 reveals the exo structure and boat conformation of the palladacycle.
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Process R&D, Physical Organic Chemistry, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, March 25, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |
