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Title
Japanese:Sensing of chiral fullerenes by a cyclic host with an asymmetrically distorted pi-electronic component 
English:Sensing of chiral fullerenes by a cyclic host with an asymmetrically distorted pi-electronic component 
Author
Japanese: 庄子良晃, 田代健太郎, 相田卓三.  
English: Yoshiaki Shoji, Kentaro Tashiro, Takuzo Aida.  
Language English 
Journal/Book name
Japanese:Journal of the American Chemical Society 
English:Journal of the American Chemical Society 
Volume, Number, Page Vol. 128    No. 33    pp. 10690-10691
Published date July 2006 
Publisher
Japanese:American Chemical Society 
English:American Chemical Society 
Conference name
Japanese: 
English: 
Conference site
Japanese: 
English: 
Official URL http://pubs.acs.org/doi/abs/10.1021/ja063828f
 
DOI https://doi.org/10.1021/ja063828f
Abstract Upon inclusion complexation with a racemic mixture of chiral fullerene C76 ((±)-C76), a novel cyclic host (1Rh) composed of a chiral N-methylporphyrin (PNMe) and a methylrhodium porphyrin (PRh) exhibited at 20 °C a 1H NMR spectral profile with diastereoisomerically split signals due to the NH group of PNMe. In contrast, because of a faster guest exchange dynamics, metal-free reference 12H, under identical conditions, did not show any signature of such diastereoisomeric splitting. Owing to the excellent resolution (15.6 Hz) of the split NH signals, the complexation with 1Rh allowed for the accurate determination of the optical purity of C76. On the basis of the 1H NMR spectral profiles of 1Rh in toluene-d8 at 20 °C in the presence of enantiomer mixtures of C76 of different optical purities, an absolute Δε value of 58.5 M-1 cm-1 at 330 nm was obtained for enantiomerically pure C76.

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