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.
Palladium-Catalyzed Solid-State Polyfluoroarylation of Aryl Halides Using Mechanochemistry
Takahashi, Rikuro,Seo, Tamae,Kubota, Koji,Ito, Hajime
, p. 14803 - 14810 (2021/12/09)
The Suzuki–Miyaura cross-coupling between polyfluorinated arylboron nucleophiles and aryl halides enables the efficient construction of polyfluorinated structural motifs frequently found in organic materials and catalysts. A key challenge associated with
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.).