The preparation of some N-substituted 3-amino-4-phenylcyclobutenediones is reported. N.m.r. spectroscopy has shown that there is restricted rotation about the C–N bond in the 3-dimethylamino-, 3-diethylamino-, and 3-dibenzylamino-4-phenylcyclobutenedione. Free energies of activation for rotation about the C–N bond in these compounds have been calculated.
J. E. Thorpe, J. Chem. Soc. B, 1968, 1534 DOI: 10.1039/J29680001534
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