Revisiting the stability of hexacenes.
The Strating-Zwanenberg photodecarbonylation was used to prepare hexacene (1). Compound 1 was found to be extremely unstable in solution, undergoing dimerization and oxidation. However, when generated in a polymer matrix, 1 survived for more than 12 h under ambient conditions. Hexacenes substituted at the 6 and 15 positions with the phenyl, p-tert-butylphenyl, and mesityl groups were synthesized using the quinone reduction method, but these compounds were also shown to be unstable in solution.
Mondal
Rajib
R
Center for Photochemical Sciences, Bowling Green State University, Bowling Green, Ohio 43403, USA.
Adhikari
Ravi M
RM
Shah
Bipin K
BK
Neckers
Douglas C
DC