H. Higuchi et al., SYNTHESIS OF METHANO-BRIDGED TETRADEHYDRO[36]ANNULENE, Journal of the Chemical Society. Perkin transactions. I, (8), 1993, pp. 983-986
The title compound, 20,25-di-tert-butyl-21,22,23,24-tetradehydro- 1,6-
methano[36] annulene, was synthesized by the Wittig reaction of yldeca
-1,3,5,7,9-pentaenyl)cyclohepta-1,3,5-triene with triphenyl(3-tert-but
ylpent-2-en-4-ynyl)phosphonium bromide, followed by intramolecular oxi
dative coupling of the resulting acyclic diacetylenic compound. H-1 NM
R and electronic spectral data suggest that the [36] annulene is atrop
ic.