441072-21-5Relevant articles and documents
Green-emitting iridium(iii) complexes containing pyridine sulfonic acid as ancillary ligands for efficient OLEDs with extremely low efficiency roll-off
Zhang, Lin,Yan, Zhi-Ping,Tu, Zhen-Long,Wu, Zheng-Guang,Zheng, You-Xuan
, p. 11606 - 11611 (2019)
A novel ancillary ligand of pyridine sulfonic acid (PySO3) was developed for two green-emitting iridium(iii) compounds, Ir1 (λmax = 496 nm) and Ir2 (λmax = 504 nm), with trifluoromethyl-substituted 2-phenylpyridine derivatives as the main ligands. Due to the strong electron-withdrawing ability of PySO3, both complexes have relatively low LUMO energy levels and good electron mobility, which benefit the charge balance in the organic light-emitting diodes (OLEDs) during the electroluminescence process. Therefore, all devices with double light-emitting layers exhibit good performances. In particular, the device using Ir2 as an emitter obtains a maximum luminance above 92000 cd m-2, a maximum external quantum efficiency (EQEmax) of 25.5% with an extremely low efficiency roll-off, and the EQE still remains at 22.9% at the high luminance of 20000 cd m-2. These results demonstrate that pyridine sulfonic acid is a potential and charming ligand for Ir(iii) complexes and high-performance OLEDs.
Enantioselective Synthesis of α-(Hetero)aryl Piperidines through Asymmetric Hydrogenation of Pyridinium Salts and Its Mechanistic Insights
Qu, Bo,Mangunuru, Hari P. R.,Tcyrulnikov, Sergei,Rivalti, Daniel,Zatolochnaya, Olga V.,Kurouski, Dmitry,Radomkit, Suttipol,Biswas, Soumik,Karyakarte, Shuklendu,Fandrick, Keith R.,Sieber, Joshua D.,Rodriguez, Sonia,Desrosiers, Jean-Nicolas,Haddad, Nizar,McKellop, Keith,Pennino, Scott,Lee, Heewon,Yee, Nathan K.,Song, Jinhua J.,Kozlowski, Marisa C.,Senanayake, Chris H.
supporting information, p. 1333 - 1337 (2018/03/09)
Enantioselective synthesis of α-aryl and α-heteroaryl piperidines is reported. The key step is an iridium-catalyzed asymmetric hydrogenation of substituted N-benzylpyridinium salts. High levels of enantioselectivity up to 99.3:0.7 er were obtained for a range of α-heteroaryl piperidines. DFT calculations support an outersphere dissociative mechanism for the pyridinium reduction. Notably, initial protonation of the final enamine intermediate determines the stereochemical outcome of the transformation rather than hydride reduction of the resultant iminium intermediate.
Direct Alkenylation of Allylbenzenes via Chelation-Assisted C-C Bond Cleavage
Onodera, Shunsuke,Ishikawa, Soya,Kochi, Takuya,Kakiuchi, Fumitoshi
supporting information, p. 9788 - 9792 (2018/05/31)
A novel method for direct transformation of allyl groups in allylbenzene derivatives to alkenyl groups via rhodium-catalyzed C-C bond cleavage is reported. The alkenylation with styrenes of allylbenzenes containing pyridyl and pyrazolyl groups as a directing group proceeded efficiently to give alkenylation products. We also developed a new protocol for transformation of an ortho-prenylated phenol to an aniline derivative.