Wolff–Kishner reduction of bicyclo[4,2,1]nona-2,4,7-trien-9-one resulted in almost quantitative yield of tricyclo[6,1,0,04,9]nona-2,6-diene (homosemibullvalene); its structure was rigorously proved by n.m.r. spectroscopy.
M. Sakai, D. L. Harris and S. Winstein, J. Chem. Soc., Chem. Commun., 1972, 861a DOI: 10.1039/C3972000861A
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