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(−)-Sparteine: The compound that most significantly influenced my research by Yoshio Okamoto is a Materials Science article available to read on EtoBox.

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## Abstract A chiral diamine alkaloid, (−)‐sparteine (Sp), has been found to be very effective as a ligand for Grignard reagents when used for the enantiomer‐selective polymerization of racemic __RS__‐1‐phenylethyl methacrylate. The enantiomeric excess of the initially polymerized monomer is 93%, and at about a 60% conversion, nearly optically pure __R__‐monomer is recovered. This enantiomer selectivity is today the highest in polymer chemistry. Triphenylmethyl methacrylate (TrMA) is a unique monomer that gives a highly isotactic polymer even during radical polymerization. When TrMA is polymerized with the Sp complex with __n__‐butyllithium in toluene at −78 °C, an optically active, isotactic polymer [poly(triphenylmethyl methacrylate) (PTrMA)] with a one‐handed helical conformation is obtained. The helical structure is maintained even at room temperature in solution. Analogous helical polymethacrylates that show various conformational changes have also been found. One‐handed helical PTrMA exhibits high chiral recognition to a variety of racemates as a chiral stationary phase (CSP) for high‐performance liquid chromatography. This finding has led to the development of very powerful

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Author
Yoshio Okamoto
Publisher
John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; Wiley (ISSN 0887-624X)
Published
2004
Language
EN
Field
Materials Science (Physical Sciences)

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