A. Tontini et al., ROTATION ABOUT THE N-2-N-3 BOND IN 3,3-DIMETHYL-1-(ISOXAZOL-3-YL)-TRIAZENES, Journal of the Chemical Society. Perkin transactions. II (Print), (11), 1998, pp. 2361-2363
The rotational barrier around the N-2-N-3 bond of a series of 3,3-dime
thyl-1-(isoxazol-3-yl)triazenes was evaluated by means of NMR line sha
pe analysis. The results obtained were compared to N-15 chemical shift
measurements and semi-empirical quantum mechanical calculations. An i
ncrease of N-2-N-3 bond order, possibly due to an electron withdrawing
effect of the isoxazole ring, was noted in our compounds.