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Metallocene-appended imidazoles displaying virtual planar chirality

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ORGANOMETALLICS
卷 20, 期 6, 页码 1251-1254

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AMER CHEMICAL SOC
DOI: 10.1021/om0009583

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(S)-1-(1-Alkylethyl(imidazoles 6a/b (alkyl cyclohexyl, tert-butyl) containing a 2-(eta (5)-cyclopentadienyl)(eta (4)-tetraphenylcyclobutadiene)cobalt substituent are readily synthesized. The effect of the bulky metallocene is to place the imidazoles in. an environment of virtual planar chirality as revealed by X-ray crystallography (of 6a), NOE difference NMR spectroscopy, and also their highly diastereoselective reactions with Pd(OAc)(2) resulting in new palladacycles 7a/b with (S)-(pR) configurations. The ability of the imidazole complexes to act as nucleophilic catalysts was investigated, weak activity being found for the promotion of the reaction between ethanol and dimethylchlorophosphate.

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