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Solid-phase enolate chemistry investigated using HR-MAS NMR spectroscopy.
Authors:Jean-Sébastien Fruchart  Guy Lippens  Cyrille Kuhn  Hélène Gras-Masse  Oleg Melnyk
Affiliation:UMR 8525 CNRS, Institut Pasteur de Lille, Université de Lille 2, Institut de Biologie de Lille, 1 rue du Pr Calmette 59021 Lille, France.
Abstract:Supported P4-t-Bu enolate chemistry of phenylacetyloxymethyl polystyrene (PS) resin was investigated using high-resolution magic angle spinning (HR-MAS) NMR spectroscopy. Direct analysis of the crude reaction suspensions through the use of a diffusion filter (DF) allowed a rapid selection of the optimal experimental conditions, but also the characterization of the enolate on the solid phase. Comparison with solution experiments and literature data allowed us to address partially the structure of the enolate. HR-MAS NMR spectra of the enolate revealed also a tight interaction of P4-t-Bu base with the polymer matrix.
Keywords:
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