H. Higuchi et al., SYNTHESIS AND PROPERTIES OF A BISMETHANO-BRIDGED BISDEHYDRO[21]ANNULENONE - CONFORMATION IN SOLUTION AND IN THE CRYSTALLINE STATE, Chemistry Letters, (12), 1994, pp. 2291-2294
A bismethano-bridged bisdehydro[21]annulenone, osa-6,8,10,12,15,17,19,
21-octaene-2,4-diyn-14-one, was synthesized. X-ray crystallograpby rev
eals the syn orientation of the two methane bridges. Two conformers ar
e present in solution in a 97:3 ratio, the major isomer being the one
existing in the crystalline state. Paratropicity of this compound in C
DCl3 and in CF3CO2D is discussed.