Osmylation of C70: reactivity versus local curvature of the fullerene

Aug 1, 1993 - Joel M. Hawkins, Axel Meyer, Michael A. Solow. J. Am. Chem. Soc. , 1993, 115 (16), pp 7499–7500. DOI: 10.1021/ja00069a058. Publication...
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J . Am. Chem. SOC.1993,115, 7499-7500

7499

Communications to the Editor Osmylation of (270: Reactivity versus Local Curvature of the Fullerene Spheroid

Table I. Number of Independent Carbons and Protons in C700~04(4-tert-butylpyridine)2 Isomers

Joel M. Hawkins,' Axel Meyer, and Michael A. Solow

isomer

Department of Chemistry University of California, Berkeley Berkeley, California 94720 Received March 22, 1993 Unlike c60, the higher fullerenesl and carbon nanotubesz contain carbons with different degrees of pyramidalization corresponding to different degrees of local curvature of the fullerene spheroid. In the simplest case, c70 contains eight types of C-C bonds, each positioned differently on the oblong fullerene surface.3 Here, we report an analysis of the regiochemistry of the osmylation of C70 where the observed ratio of isomeric 1:l adducts 1,2,3, and 4 (2.1:1.0: