CYCLOADDITIONS .48. ADDITION OF PHOTOCHEMICALLY GENERATED ACYLNITRENES TO C-60 - SYNTHESIS OF FULLEROAZIRIDINES AND THERMAL REARRANGEMENT TO FULLEROOXAZOLES

AVERDUNG J, Mattay J, JACOBI D, ABRAHAM W (1995)
Tetrahedron 51(9): 2543-2552.

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Abstract
The reaction of C-60 to acylnitrenes 2, generated by photolysis of aroylazides 1 in dichloromethane, creates the stable fulleroaziridine derivatives 3a, 3b, 3c, and 3d. The rearrangement of the fulleroaziridines 3 by boiling in tetrachloroethane leads to the formation of the corresponding fullerooxazoles 4a, 4b, 4c, and 4d. The formation of a fullerooxazole 4b was also observed by irradiation of C-60 and 1b in benzene.
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AVERDUNG J, Mattay J, JACOBI D, ABRAHAM W. CYCLOADDITIONS .48. ADDITION OF PHOTOCHEMICALLY GENERATED ACYLNITRENES TO C-60 - SYNTHESIS OF FULLEROAZIRIDINES AND THERMAL REARRANGEMENT TO FULLEROOXAZOLES. Tetrahedron. 1995;51(9):2543-2552.
AVERDUNG, J., Mattay, J., JACOBI, D., & ABRAHAM, W. (1995). CYCLOADDITIONS .48. ADDITION OF PHOTOCHEMICALLY GENERATED ACYLNITRENES TO C-60 - SYNTHESIS OF FULLEROAZIRIDINES AND THERMAL REARRANGEMENT TO FULLEROOXAZOLES. Tetrahedron, 51(9), 2543-2552.
AVERDUNG, J., Mattay, J., JACOBI, D., and ABRAHAM, W. (1995). CYCLOADDITIONS .48. ADDITION OF PHOTOCHEMICALLY GENERATED ACYLNITRENES TO C-60 - SYNTHESIS OF FULLEROAZIRIDINES AND THERMAL REARRANGEMENT TO FULLEROOXAZOLES. Tetrahedron 51, 2543-2552.
AVERDUNG, J., et al., 1995. CYCLOADDITIONS .48. ADDITION OF PHOTOCHEMICALLY GENERATED ACYLNITRENES TO C-60 - SYNTHESIS OF FULLEROAZIRIDINES AND THERMAL REARRANGEMENT TO FULLEROOXAZOLES. Tetrahedron, 51(9), p 2543-2552.
J. AVERDUNG, et al., “CYCLOADDITIONS .48. ADDITION OF PHOTOCHEMICALLY GENERATED ACYLNITRENES TO C-60 - SYNTHESIS OF FULLEROAZIRIDINES AND THERMAL REARRANGEMENT TO FULLEROOXAZOLES”, Tetrahedron, vol. 51, 1995, pp. 2543-2552.
AVERDUNG, J., Mattay, J., JACOBI, D., ABRAHAM, W.: CYCLOADDITIONS .48. ADDITION OF PHOTOCHEMICALLY GENERATED ACYLNITRENES TO C-60 - SYNTHESIS OF FULLEROAZIRIDINES AND THERMAL REARRANGEMENT TO FULLEROOXAZOLES. Tetrahedron. 51, 2543-2552 (1995).
AVERDUNG, J, Mattay, Jochen, JACOBI, D, and ABRAHAM, W. “CYCLOADDITIONS .48. ADDITION OF PHOTOCHEMICALLY GENERATED ACYLNITRENES TO C-60 - SYNTHESIS OF FULLEROAZIRIDINES AND THERMAL REARRANGEMENT TO FULLEROOXAZOLES”. Tetrahedron 51.9 (1995): 2543-2552.
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