10.1021/ol401375n.s001
Ning-hui Chang
Ning-hui
Chang
Xi-chao Chen
Xi-chao
Chen
Hikaru Nonobe
Hikaru
Nonobe
Yasuhiro Okuda
Yasuhiro
Okuda
Hiroki Mori
Hiroki
Mori
Kiyohiko Nakajima
Kiyohiko
Nakajima
Yasushi Nishihara
Yasushi
Nishihara
Synthesis of Substituted Picenes through Pd-Catalyzed Cross-Coupling Reaction/Annulation Sequences and Their Physicochemical Properties
American Chemical Society
2013
Substituted Picenes
picene framework
picene derivatives
Physicochemical PropertiesA novel
DFT calculations
fluorescence spectroscopic measurements
CV
UV
2013-07-19 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Substituted_Picenes_through_Pd_Catalyzed_Cross_Coupling_Reaction_Annulation_Sequences_and_Their_Physicochemical_Properties/2394796
A novel and versatile synthetic method for picene derivatives is developed using the Pd-catalyzed intramolecular double cyclization of the corresponding 2,3-bis[(1<i>Z</i>)-2-phenylethenyl]-1,4-dichlorobenzenes, which are readily prepared by Suzuki–Miyaura cross-coupling reactions of polyhalobenzenes with (<i>Z</i>)-arylethenylboronates. The physical properties of the obtained picenes can be modified via introducing a variety of functional groups to the picene framework. All compounds are investigated by UV–vis and fluorescence spectroscopic measurements, CV, and DFT calculations as well as X-ray diffraction analysis.