Whereas the thermal isomerization of perphenylbutenyne ( 11 ) at 290 °C in toluene leads to the benzannelated semibullvalene derivative 13 , pyrolysis at 360 °C furnishes the triphenylnaphthalene 12 . The mechanisms of both cycloisomerizations, which presumably proceed via the isobenzene intermediate 14 , are discussed. The structure of the rearrangement product 13 was proven by single‐crystal X‐ray analysis. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
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Berger et al. (2004) studied this question.
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