Metallocene-Appended Imidazoles Displaying Virtual Planar Chirality
作者： Geraint Jones , Christopher J. Richards
DOI: 10.1021/OM0009583
关键词: Substituent 、 Nuclear magnetic resonance spectroscopy 、 Imidazole 、 Catalysis 、 Alkyl 、 Metallocene 、 Nucleophile 、 Planar chirality 、 Chemistry 、 Stereochemistry
摘要: (S)-1-(1-Alkylethyl)imidazoles 6a/b (alkyl = cyclohexyl, tert-butyl) containing a 2-(η5-cyclopentadienyl)(η4-tetraphenylcyclobutadiene)cobalt substituent are readily synthesized. The effect of the bulky metallocene is to place imidazoles in an environment 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 new palladacycles 7a/b (S)-(pR) configurations. ability imidazole complexes act nucleophilic catalysts was investigated, weak activity being found for promotion reaction between ethanol dimethylchlorophosphate.
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