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On excitation the first excited singlet state ( 1 L a ), 9-t-butylanthracene (1) reacts in dilute (10 -6 -10 -3  mole · 1 -1 ) heptane solution with a quantum yield of Φ = 0.016 ± 0.002 to its valence isomer 1-t-butyl-dibenzo-2,5-bicyclo-(2,2,0)-hexadiene (9-t-butyl-9,10-Dewar-anthracene) (2). UV-spectroscopic and  1 H-NMR-data of educt and product confirm the proposed isomerization. The reaction is thermoreversible. The first order rate constant of the back reaction was determined in the temperature range of 293 K to 343 K and yielded the activation enthalpy ΔH ≠  = 91 ± 3 [kJ · mole-1] and the activation entropie ΔS ≠  = - 25 ± 8 [J · mole -1  · K -1 ] in heptane and 94 ± 3 [kJ · mole-1] and - 17 ± 8 [J · mole -1  · K -1 ] in ethanole

Thermoreversiblej Photo Valence Isomerization of 9-t-Butylanthracene to its 9,10-Dewar-Isomer