The rotational barrier around the N2–N3 bond of a series of 3,3-dimethyl-1-(isoxazol-3-yl)triazenes was evaluated by means of NMR line shape analysis. The results obtained were compared to 15N chemical shift measurements and semi-empirical quantum mechanical calculations. An increase of N2–N3 bond order, possibly due to an electron withdrawing effect of the isoxazole ring, was noted in our compounds.
A. Tontini, G. Gatti, G. Diamantini and G. Tarzia, J. Chem. Soc., Perkin Trans. 2, 1998, 2361 DOI: 10.1039/A805903I
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