Synthesis and reactions of 2,2-[60]fullerenoalkanoyl chlorides |
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Authors: | Tada Tomoyuki Ishida Yasuhiro Saigo Kazuhiko |
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Institution: | Department of Chemistry and Biotechnology, Graduate School of Engineering, University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-8656, Japan. |
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Abstract: | 2,2-60]Fullerenoalkanoyl chlorides (1a-d) were easily and securely prepared from the corresponding 2,2-60]fullerenoalkanoic acids (2a-d) by the reaction with thionyl chloride in an unusual mixed solvent, CH2Cl2/dioxane. The characterization of 1a-d by 1H and 13C NMR, FT-IR, and MALDI-TOF-MASS was conducted for the first time. The 2,2-60]fullerenoalkanoyl chlorides thus obtained were readily converted to the corresponding amides and esters in moderate to excellent yields by the condensation with amines and alcohols, respectively. Upon applying the condensation, 60]fullerene-biomolecule hybrids were easily prepared. |
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