- Revealing the electronic structure of organic emitting semiconductors at the single-molecule level
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Revealing the electronic structure of organic emitting molecules is instructive for tuning the electron-hole balance, one of the key factors in regulating the organic light emitting diode (OLED) performance. Herein, we introduced single molecule conductan
- Huang, Mingzhu,Dong, Jianqiao,Wang, Zhiye,Li, Yunchuan,Yu, Lei,Liu, Yichong,Qian, Gongming,Chang, Shuai
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Read Online
- A universal host material with a simple structure for monochrome and white phosphorescent/TADF OLEDs
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The development of universal host materials suitable for both phosphorescent and thermally activated delayed fluorescent (TADF) emitters is still a bottleneck for fabricating highly efficient full-color and white organic light-emitting diodes (OLEDs) with
- Wu, Chao,Wang, Binyan,Wang, Yafei,Hu, Jianyong,Jiang, Jiaxing,Ma, Dongge,Wang, Qiang
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Read Online
- Wide-Range Color-Tunable Organic Phosphorescence Materials for Printable and Writable Security Inks
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Organic materials with long-lived, color-tunable phosphorescence are potentially useful for optical recording, anti-counterfeiting, and bioimaging. Herein, we develop a series of novel host–guest organic phosphors allowing dynamic color tuning from the cy
- Cai, Zhengxu,Dai, Wenbo,Dong, Yuping,Guan, Jianxin,Guo, Shuai,Lei, Yunxiang,Ren, Fei,Shi, Jianbing,Tong, Bin,Zheng, Junrong,Zhou, Yudai
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supporting information
p. 16054 - 16060
(2020/07/13)
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- Suzuki–Miyaura Coupling of (Hetero)Aryl Sulfones: Complementary Reactivity Enables Iterative Polyaryl Synthesis
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Ideal organic syntheses involve the rapid construction of C?C bonds, with minimal use of functional group interconversions. The Suzuki–Miyaura cross-coupling (SMC) is a powerful way to form biaryl linkages, but the relatively similar reactivity of electrophilic partners makes iterative syntheses involving more than two sequential coupling events difficult to achieve without additional manipulations. Here we introduce (hetero)aryl sulfones as electrophilic coupling partners for the SMC reaction, which display an intermediate reactivity between those of typical aryl (pseudo)halides and nitroarenes. The new complementary reactivity allows for rapid sequential cross-coupling of arenes bearing chloride, sulfone and nitro leaving groups, affording non-symmetric ter- and quateraryls in only 2 or 3 steps, respectively. The SMC reactivity of (hetero)aryl sulfones is demonstrated in over 30 examples. Mechanistic experiments and DFT calculations are consistent with oxidative addition into the sulfone C?S bond as the turnover-limiting step. The further development of electrophilic cross-coupling partners with complementary reactivity may open new possibilities for divergent iterative synthesis starting from small pools of polyfunctionalized arenes.
- Chatelain, Paul,Sau, Abhijit,Rowley, Christopher N.,Moran, Joseph
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supporting information
p. 14959 - 14963
(2019/11/05)
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- Palladium-catalyzed ligand-free and aqueous Suzuki reaction for the construction of (hetero)aryl-substituted triphenylamine derivatives
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This paper reports an efficient synthesis of triphenylamine (TPA) derivatives via a palladium-catalyzed Suzuki reaction of (hetero)aryl halides with 4-(diphenylamino)phenylboronic acid (DPBA) in aqueous ethanol under aerobic and ligand-free conditions. Heteroaryl halides, namely pyridyl bromides, quinolyl bromides, pyrimidinyl bromides, 2-chloropyrazine and sulfur-containing heteroaryl bromides, could react smoothly with DPBA, affording good to excellent yields under mild conditions. In addition, aryl bromides were also successfully employed in the cross-couplings with DPBA and furnished the products in high yields at room temperature. The cross-coupling of 4-bromobenzonitrile with DPBA gave the desired product in a quantitative yield within 2 min, resulting in a TOF up to 5820 h-1.
- Liu, Chun,Rao, Xiaofeng,Song, Xinlong,Qiu, Jieshan,Jin, Zilin
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p. 526 - 531
(2013/04/10)
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- Very fast, ligand-free and aerobic protocol for the synthesis of 4-aryl-substituted triphenylamine derivatives
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A fast, convenient and ligand-free protocol for the synthesis of a series of 4-aryl-substituted triphenylamine derivatives by a palladium-catalysed aerobic Suzuki reaction of aryl halides with [4-(diphenylamino)phenyl]boronic acid in aqueousiPrOH is described. Importantly, both aryl bromides and heteroaryl halides afforded good to excellent yields under mild conditions. A facile, efficient and general ligand-free Suzuki reaction in aqueous iPrOH is described. Under the optimized conditions, both aryl bromides and heteroaryl halidesreacted rapidly with [4-(diphenylamino)phenyl]boronic acid, providing a series of 4-aryl-substituted triphenylamine derivatives in good to excellent yields.
- Liu, Chun,Ni, Qijian,Qiu, Jieshan
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experimental part
p. 3009 - 3015
(2011/06/28)
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