16939-09-6Relevant articles and documents
A new class of organic semiconductors for solution processed OTFTs: Synthesis and characterization of pyrrolo-perylene derivatives with different end groups
Park, Kwang Hun,Yun, Hui-Jun,Lu, Wanxiang,Chung, Dae Sung,Kwon, Soon-Ki,Kim, Yun-Hi
, p. 214 - 221 (2014)
New pyrrolo-perylene derivatives, a new class of organic semiconductor, were designed for solution processed organic thin film transistors (OTFTs). Newly designed 2-(naphthalen-2-yl)thiophene end capped pyrrolo-perylene, 3,10-bis(5-(naphthalen-2-yl)thiophen-2-yl)-1-(2-octyldodecyl)-1H-phenanthro[1, 10,9,8-cdefg]carbazole (NTPP), and bithiophene end capped pyrrolo-perylene, 3,10-bis([2,2′-bithiophen]-5-yl)-1-(2-octyldodecyl)-1H-phenanthro[1,10,9, 8-cdefg]carbazole (BTPP), were synthesized by Suzuki coupling and Stille coupling reaction, respectively. NTPP and BTPP showed good solubility in common organic solvents and were characterized by various spectroscopy. Solution processed OTFTs using BTPP exhibited high field-effect mobilities up to 0.11 cm2 V-1 s-1 with an on/off ratio of 1 × 104 and a very small threshold voltage of 0 V, while OTFTs using NTPP exhibited far lower performances. The high mobility of BTPP is attributed to three dimensional multi-layered crystalline structure based on the results of the two dimensional grazing incidence X-ray diffraction pattern analysis and theoretical calculation using Gaussian, together with morphological study.
Cross-coupling of aryl grignard reagents with aryl iodides and bromides through SRN1 pathway
Shirakawa, Eiji,Hayashi, Yumi,Itoh, Ken-Ichi,Watabe, Ryo,Uchiyama, Nanase,Konagaya, Wataru,Masui, Seiji,Hayashi, Tamio
, p. 218 - 221 (2012)
Game, SET, and match: Aryl Grignard reagents undergo coupling with aryl halides when toluene is used as a solvent in combination with a small amount of tetrahydrofuran (see scheme). The reaction proceeds through an SRN1 mechanism, and does not require any transition metal catalysts.
Arylketones as Aryl Donors in Palladium-Catalyzed Suzuki-Miyaura Couplings
Wang, Zhen-Yu,Ma, Biao,Xu, Hui,Wang, Xing,Zhang, Xu,Dai, Hui-Xiong
, p. 8291 - 8295 (2021/11/13)
Herein, we report the arylation, alkylation, and alkenylation of aryl ketones via a palladium-catalyzed Suzuki-Miyaura cross-coupling reaction. The use of the pyridine-oxazoline ligand is the key to the cleavage of the unstrained C-C bond. The late-stage arylation of aryl ketones derived from drugs and natural products demonstrated the synthetic utility of this protocol.
Heterogeneous Nickel-Catalyzed Cross-Coupling between Aryl Chlorides and Alkyllithiums Using a Polystyrene-Cross-Linking Bisphosphine Ligand
Yamazaki, Yuki,Arima, Nozomi,Iwai, Tomohiro,Sawamura, Masaya
, p. 2250 - 2254 (2019/03/21)
A polystyrene-cross-linking bisphosphine ligand PS-DPPBz was used for Ni-catalyzed cross-coupling with organolithiums. A bench-stable precatalyst [NiCl2(PS-DPPBz)] enabled efficient coupling reactions between aryl chlorides and alkyllithiums. The heterogeneous Ni system showed good reusability. (Figure presented.).