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Beilstein J. Org. Chem. 2010, 6, 713–725, doi:10.3762/bjoc.6.84
Graphical Abstract
Scheme 1: Organic azides studied.
Scheme 2: Reaction of 4-substituted-phenyl azides with GaCl3.
Figure 1: EPR spectra after treatment of azide 2 with MCl3. (a) AlCl3 in DCM; 1st derivative spectrum at 300 ...
Figure 2: EPR spectrum after treatment of tetra-deuterated azide 3 with AlCl3. Top: 2nd derivative spectrum a...
Figure 3: EPR spectra after treatment of azide 1 with AlCl3. (a) 1st derivative spectrum in DCM at 280 K. (b)...
Figure 4: EPR spectra after GaCl3 and InCl3 reactions of azide 6. (a) 1st derivative spectrum from 6 and GaCl3...
Scheme 3: Dimer and trimer radical cations.
Figure 5: EPR spectra after GaCl3- and InCl3-promoted reactions of 2-methoxyphenyl azide 5. (a) 1st derivativ...
Figure 6: EPR spectra after In-, Ga- and Al-promoted reactions of azide 8. (a) intermediate from InCl3 treatm...
Figure 7: Experimental and simulated Davies ENDOR spectrum after the Ga-promoted reaction of azide 6 recorded...
Figure 8: DFT structures and SOMOs for dimer and trimer radical cations.
Scheme 4: Possible mechanism of formation of aromatic amines.
Scheme 5: Possible mechanism for dimer and trimer formation.