PHOTOREACTIONS WITH C60-FULLERENE - [3+2] PHOTOCYCLOADDITION OF 2,3-DIPHENYL-2H-AZIRINE

AVERDUNG J, ALBRECHT E, LAUTERWEIN J, LUFTMANN H, Mattay J, MOHN H, MULLER WH, TERMEER HU (1994)
Chemische Berichte 127(4): 787-789.

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Abstract
Upon irradiation 2,3-Diphenyl-2H-azirine (2) is added to C60 1 with formation of mono and oligo adducts. 1,9-(3,4-Dihy-dro-2,5-diphenyl-2H-pyrrolo)fulleren-60 (3) has been isolated and identified by standard spectroscopic methods. Mechanistic studies revealed two reaction paths leading to 3, i.e. the classic 1,3-dipolar cycloaddition via the nitrile ylide 4 (direct irradiation) or a route via 2-azaallenyl radical cations 5 (sensitization by photoinduced electron transfer).
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AVERDUNG J, ALBRECHT E, LAUTERWEIN J, et al. PHOTOREACTIONS WITH C60-FULLERENE - [3+2] PHOTOCYCLOADDITION OF 2,3-DIPHENYL-2H-AZIRINE. Chemische Berichte. 1994;127(4):787-789.
AVERDUNG, J., ALBRECHT, E., LAUTERWEIN, J., LUFTMANN, H., Mattay, J., MOHN, H., MULLER, W. H., et al. (1994). PHOTOREACTIONS WITH C60-FULLERENE - [3+2] PHOTOCYCLOADDITION OF 2,3-DIPHENYL-2H-AZIRINE. Chemische Berichte, 127(4), 787-789.
AVERDUNG, J., ALBRECHT, E., LAUTERWEIN, J., LUFTMANN, H., Mattay, J., MOHN, H., MULLER, W. H., and TERMEER, H. U. (1994). PHOTOREACTIONS WITH C60-FULLERENE - [3+2] PHOTOCYCLOADDITION OF 2,3-DIPHENYL-2H-AZIRINE. Chemische Berichte 127, 787-789.
AVERDUNG, J., et al., 1994. PHOTOREACTIONS WITH C60-FULLERENE - [3+2] PHOTOCYCLOADDITION OF 2,3-DIPHENYL-2H-AZIRINE. Chemische Berichte, 127(4), p 787-789.
J. AVERDUNG, et al., “PHOTOREACTIONS WITH C60-FULLERENE - [3+2] PHOTOCYCLOADDITION OF 2,3-DIPHENYL-2H-AZIRINE”, Chemische Berichte, vol. 127, 1994, pp. 787-789.
AVERDUNG, J., ALBRECHT, E., LAUTERWEIN, J., LUFTMANN, H., Mattay, J., MOHN, H., MULLER, W.H., TERMEER, H.U.: PHOTOREACTIONS WITH C60-FULLERENE - [3+2] PHOTOCYCLOADDITION OF 2,3-DIPHENYL-2H-AZIRINE. Chemische Berichte. 127, 787-789 (1994).
AVERDUNG, J, ALBRECHT, E, LAUTERWEIN, J, LUFTMANN, H, Mattay, Jochen, MOHN, H, MULLER, WH, and TERMEER, HU. “PHOTOREACTIONS WITH C60-FULLERENE - [3+2] PHOTOCYCLOADDITION OF 2,3-DIPHENYL-2H-AZIRINE”. Chemische Berichte 127.4 (1994): 787-789.
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