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Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
Published on: November 9, 2019
Mechanical reconfiguration of stereoisomers
Kelly M Wiggins1, Todd W Hudnall, Qilong Shen
1Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, USA.
Abstract:
Poly(methyl acrylate) of varying molecular weight was grown from the enantiopure ditopic initiator (R)- or (S)-1,1'-binaphthyl-2,2'-bis-(2-bromoisobutyrate). Subjecting CH(3)CN solutions of high-molecular-weight derivatives (M(N) > 25 kDa) to sonication at 0 degrees C resulted in >95% racemization after 24 h, as determined by circular dichroism; no appreciable racemization was observed in low-molecular-weight derivatives. Control experiments excluded the possibility of a thermal racemization mechanism.
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