Autor: |
Ouchi A; Research Institute for Green Technology, National Institute of Advanced Industrial Science and Technology, Tsukuba, Ibaraki 305-8565, Japan. ouchi.akihiko@aist.go.jp, Hatsuda R, Awen BZ, Sakuragi M, Ogura R, Ishii T, Araki Y, Ito O |
Jazyk: |
angličtina |
Zdroj: |
Journal of the American Chemical Society [J Am Chem Soc] 2002 Nov 13; Vol. 124 (45), pp. 13364-5. |
DOI: |
10.1021/ja0267728 |
Abstrakt: |
Large substituent effects were observed in the rates and reaction mechanisms of the photochemical rearrangement of N-arylaza-[60]fulleroid 1 to N-arylaziridino-[60]fullerene 2, in which the difference of the rates between the fastest and the slowest (>2160-fold) was attained only by changing the aryl group from 1-naphthyl to 2-naphthyl. The decreasing order of the reaction rates in relation to the substituents was 1-naphthyl (1b) > 1-pyrenyl (1d) > phenyl (1a) > 2-naphthyl (1c). The reactions proceeded via triplet states of the fulleroids and a triplet sensitization of the reaction by rearranged product 2b was observed in the case of 1b. The slow reactions of 1a,c were interpretated by the participation of charge-separated species in the excited triplet states, which was supported by nanosecond transient absorption spectra. |
Databáze: |
MEDLINE |
Externí odkaz: |
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