Bulletin of the Chemical Society of Japan p. 3118 - 3124 (1985)
Update date:2022-08-05
Topics:
Saito, Katsuhiro
Horie, Yoichi
Mukai, Toshio
Toda, Takashi
The pyrolysis of 1,1,2,4,4-pentaphenyl-1,4-butandiol, trans-1,2-bis(hydroxydiphenylmethyl)hexane, trans-1,2-bis(hydroxydiphenylmethyl)indan, and cis-endo- and trans-1,2-bis(hydroxydiphenylmethyl)bicyclo<2.2.1>heptane gave styrene, cyclohexene, indene, and norbornene respectively, accompanied by benzophenone and benzhydrol.The pyrolysis of trans-1,2-bis(hydroxydiphenylmethyl)spiro<2.6>nona-4,6,8-triene afforded indene via rearrangement to form trans-1,2-bis(hydroxydiphenylmethyl)indan.The pyrolysis of cis-1,1,4,4-tetraphenyl-2-butene-1,4-diol afforded 2,2,5,5-tetraphenyl-2,5-dihydrofuran.On the other hand, trans-1,1,4,4-tetraphenyl-2- butene-1,4-diol afforded 1,2,4,4-tetraphenyl-3-buten-1-one.The mechanisms of these decomposition reactions are discussed.
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