42298-28-2Relevant articles and documents
Palladium-catalyzed benzylic C(sp3)–H arylation of o-alkylbenzaldehydes
Lei, Lan,Wu, Ping,Liu, Zhuqing,Lou, Jiang
supporting information, (2021/02/16)
The palladium-catalyzed benzylic C(sp3)–H arylation of o-alkylbenzaldehyde derivatives was achieved utilizing 2-dimethylaminoethylamine as a novel transient directing group. The γ-C(sp3)–H arylation reaction efficiently afforded a variety of arylated o-alkylbenzaldehydes and polycyclic aromatic hydrocarbons (PAHs) in one pot, exhibiting high functional group tolerance with broad substrate scope. The aliphatic diamine auxiliary represents a simple, inexpensive, readily available, and removable directing group for C–H activation. The resultant o-benzylbenzaldehyde products could be diversely transformed into potentially important synthetic intermediates under mild conditions.
Cascade reaction for the synthesis of polycyclic aromatic hydrocarbons via transient directing group strategy
Wang, Ziqi,Dong, Wendan,Sun, Bing,Yu, Qinqin,Zhang, Fang-Lin
supporting information, p. 4031 - 4041 (2019/07/03)
A Pd(II)-catalyzed cascade synthesis of diverse polycyclic aromatic hydrocarbons via transient directing group strategy has been developed, involving the consecutive arylation, cyclization and aromatization. The efficiency and practicality were demonstrated by wide substrate range, concise synthetic pathway and mild reaction conditions. The subsequent transformations of the benz[a]anthracene core accessed natural bioactive PAH molecules.
Oxygen- and sulfur-bridged bianthracene V-shaped organic semiconductors
Mitsui, Chikahiko,Yamagishi, Masakazu,Shikata, Ryoji,Ishii, Hiroyuki,Matsushita, Takeshi,Nakahara, Katsumasa,Yano, Masafumi,Sato, Hiroyasu,Yamano, Akihito,Takeya, Jun,Okamoto, Toshihiro
, p. 931 - 938 (2017/08/08)
Highly π-electron conjugated backbones are of great interest for applications to organic electronic devices, e.g., organic field-effect transistors and organic photovoltaics. A series of oxygen- and sulfur-bridged bianthracene V-shaped π-electronic cores are facilely synthesized. Both V-shaped molecules possess bent structures induced by the intermolecular interaction in a herringbone-packing manner. A theoretical calculation study reveals that the driving force of the bent structures originates from the strong dispersion energy. Also, the bent conformation plays a vital role in the formation of a dense packing structure, resulting in an attractive intermolecular overlap. An examination of the charge transport demonstrates that the hole mobility is up to 2.0 sq cm/Vs. Sulfur-bridged V-shaped π-electronic cores are more suitable for two-dimensional carrier-transport than oxygen-bridged analogs.