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Synthesis of [70]Azafulleriods: Investigations of azide addition to C{sub 70}

Journal Article · · Journal of the American Chemical Society
DOI:https://doi.org/10.1021/ja963063j· OSTI ID:460048
;  [1]
  1. Univ. of California, Santa Barbara, CA (United States)

Treatment of C{sub 70} with (2-methoxyethoxy)methyl azide gives rise to three out of a possible six triazoline isomers, showing chemoselectivity as well as regioselectivity. The major product arose from addition of azide to the double bond of C{sub 70} possessing the greatest local curvature. Selective thermolysis of the least stable triazoline, the one resulting from addition to the least curved [6,6] double bond, allowed solution of the structure of the three isomers. Thermolysis of the triazoline isomers produced mixtures of C{sub 70}, azafulleroids, and fulleroaziridines. 14 refs., 1 fig.

OSTI ID:
460048
Journal Information:
Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 5 Vol. 119; ISSN JACSAT; ISSN 0002-7863
Country of Publication:
United States
Language:
English

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