Article
Chemistry, Organic
Dwaipayan Das, Agniva Das, Saiful Islam, Asish R. R. Das, Adrita Banerjee, Romit Majumder, Debasish Bandyopadhyay
Summary: An efficient and intriguing method using Rh(II) catalysis has been developed for the preparation of fused furan moieties. The technique involves a one-pot C-H activation/concomitant tandem annulation process using an enolic compound and a beta-keto sulfoxonium ylide as reactants. The synthesis only requires Rh-2(TFA)(4) as the catalyst, removing the need for additional metallic or nonmetallic additives. This transformation of naphthoquinone fused furan into highly decorated naphthoquinone fused indolizines shows great promise in synthetic applications.
Article
Chemistry, Applied
Huimiao Zhang, Patrick H. Toy
Summary: A halogen bond donor based on a 2,2'-bipyridine framework has been synthesized and used to catalyze Friedel-Crafts reactions of furans, yielding good reaction yields with moderate catalyst loading at low temperatures. The catalyst design allows for the potential development of an enantioselective version for stereo-selective catalysis.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Biochemistry & Molecular Biology
Ivan A. Shershnev, Irina A. Boyarskaya, Aleksander V. Vasilyev
Summary: By studying the reaction mechanism of 5,5,5-trichloropent-3-en-2-one in Bronsted superacid CF3SO3H, it was found that a novel class of indene derivatives can be formed.
Article
Chemistry, Organic
Fan Xiao, Peiqin Liao, Xiaoguang Lu, Jin Wang, Xiu-Qin Dong, Chun-Jiang Wang
Summary: In this study, an Ir-catalyzed asymmetric cascade reaction was successfully developed for the synthesis of chiral oxazinoindolone compounds with high efficiency. The method can be applied to pyrroles and other nitrogen-containing aromatic heterocycles. The reaction pathway was proposed based on preliminary mechanistic investigation. Importantly, the key intermediate for marine alkaloid (+)-agelastatin A can be readily accessed using this methodology.
Article
Chemistry, Organic
Xi Xiao, Xiaobiao Lu, Ming Zhang, Haoqing Hou, Changfeng Wan, Jinbiao Liu
Summary: A novel synthetic method was successfully developed for the preparation of multisubstituted dihydrochromeno[2,3-b]indole derivatives in moderate to high yields using a catalytic environmentally benign iron salt.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Tsukasa Inishi, Goki Hirata, Takashi Nishikata
Summary: Indoles are found to undergo Michael additions efficiently under the catalysis of a cationic iron salt, allowing smooth reactions with beta-mono- and disubstituted enones. The highly active cationic iron catalyst achieves a maximum TON of 425, and enables chemoselective Michael additions of substrates containing both enone and alpha,beta-unsaturated ester moieties.
SYNTHESIS-STUTTGART
(2021)
Article
Biochemistry & Molecular Biology
Mikhail Kalyaev, Dmitry S. Ryabukhin, Marina A. Borisova, Alexander Yu Ivanov, Irina A. Boyarskaya, Kristina E. Borovkova, Lia R. Nikiforova, Julia Salmova, Nikolay Ul'yanovskii, Dmitry S. Kosyakov, Aleksander V. Vasilyev
Summary: The reactions of furan acids and esters with arenes in the presence of the superacid TfOH result in the formation of hydroarylation products. These compounds demonstrate antimicrobial activity against fungi Candida albicans, as well as inhibitory effects on Escherichia coli and Staphylococcus aureus.
Article
Chemistry, Physical
A. Yu Sidorenko, Yu M. Kurban, A. Kravtsova, I. Il'ina, N. S. Li-Zhulanov, D. Korchagina, J. E. Sanchez-Velandia, A. Aho, K. P. Volcho, N. F. Salakhutdinov, D. Yu Murzin, V. E. Agabekov
Summary: The Prins/Friedel-Crafts cascade reactions of terpenoid trans-4-hydroxymethyl-2-carene with aromatic aldehydes were systematically studied for the first time on acidic mesoporous clays. The study found that catalyst acidity and drying temperature play key roles in influencing both reaction rate and selectivity. Montmorillonites were shown to be effective replacements for homogeneous catalysts in these cascade reactions.
APPLIED CATALYSIS A-GENERAL
(2022)
Article
Chemistry, Physical
Iryna D. Alshakova, Martin Albrecht
Summary: This research presents an efficient catalytic cascade process for the synthesis of triarylmethanes using a novel iridium catalyst. The method achieves efficient C-C coupling through reductive Friedel-Crafts alkylation, with high yields, excellent selectivities, and low iridium loadings. The catalytic activity of the system with hydride-proton coordination is significantly higher than that of other systems, demonstrating high catalytic performance.
Article
Chemistry, Physical
Nelson Nunes, Ana P. Carvalho, Ruben Elvas-Leitao, Filomena Martins, Auguste Fernandes, Joao Rocha, Angela Martins
Summary: Hierarchical BEA zeolite with improved catalytic activities in acylations of furan and benzofuran was prepared through desilication and acid treatment. The development of mesopores during zeolite treatments played a crucial role in reducing diffusion limitations, and the application of QSPR helped identify the most relevant properties impacting catalytic parameters.
Article
Chemistry, Organic
Huili Liu, Chaojie Zhu, Tiandi Tang
Summary: In this study, the Friedel-Crafts alkenylation of various alkynes and electron-rich arenes was successfully achieved under mild conditions using acidic zeolite Hbeta as a catalyst. The reaction was found to proceed through a BAS-promoted alkenyl cation process. The heterogeneous catalyst Hbeta showed excellent reproducibility and could be recycled multiple times without significant loss of activity.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Guo-Li Chai, Ping Zhang, En-Ze Yao, Junbiao Chang
Summary: In this study, we achieved enantioselective conjugate addition of organic boronic acids to alpha,beta-unsaturated 2-acyl imidazoles using (R)-3,3 '-I2-BINOL as the catalyst. The catalytic system exhibited high efficiency and tolerance towards different types of boronic acids. The desired products were obtained with good yields and enantioselectivities, and the synthetic utility of the methodology was demonstrated.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Jia-Ni Lu, Yunze Huang, Yuan-Sheng Xia, Long-Zhang Dong, Lei Zhang, Jing-Jing Liu, Lan-Gui Xie, Jiang Liu, Ya-Qian Lan
Summary: The semi-hydrogenation of alkyne to form Z-olefins with high conversion and high selectivity is a challenge in the chemical industry. This study successfully connects photocatalytic hydrogen evolution reaction and semi-hydrogenation reaction of alkynes to achieve high selective production of Z-alkenes using water as the proton source. The one-pot tandem reaction can achieve highly selective and safe conversion from water to hydrogen to Z-olefins under mild reaction conditions.
Article
Chemistry, Organic
Zi-Yue Chen, Pan Hu, Xi-Rui Wang, Ke-Lan Xu, Yu-Heng Wang, You-Ping Tian, Ying Zhou, Xiong-Li Liu
Summary: In this study, a new class of rigid-featured chiral furan-N,N'-dioxide (Fu-2NO) ligands was designed and synthesized. These ligands possess the ability to fine-tune electronic and conformational properties and can tolerate air and moisture without special handling during storage and application.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Jun-Jian Huang, Xiao-Qi Zhang, Jing-Jing Yang, Jun-Fang Gong, Mao-Ping Song
Summary: A series of new chiral PCN pincer Pd(II) complexes were synthesized via phosphination/C-H palladation reaction. The obtained complexes were characterized by NMR and elemental analysis. X-ray single crystal diffraction analysis was used to determine the molecular structures of some complexes. Complex 3e showed excellent activity and enantioselectivity as a catalyst in the catalytic enantioselective hydrophosphination reaction.
DALTON TRANSACTIONS
(2022)
Article
Nanoscience & Nanotechnology
Qi Ai, Jingshan Chai, Weiwei Lou, Tiangeng Liu, Dan Wang, Chao Deng, Chao Wang, Guijie Li, Xiaogang Liu, Zugang Liu, Qisheng Zhang
ACS APPLIED MATERIALS & INTERFACES
(2020)
Article
Chemistry, Physical
Guijie Li, Xiangdong Zhao, Tyler Fleetham, Qidong Chen, Feng Zhan, Jianbing Zheng, Yun-Fang Yang, Weiwei Lou, Yuning Yang, Kun Fang, Zongzhou Shao, Qisheng Zhang, Yuanbin She
CHEMISTRY OF MATERIALS
(2020)
Article
Physics, Applied
Guijie Li, Lydia Ameri, Tyler Fleetham, Zhi-Qiang Zhu, Jian Li
APPLIED PHYSICS LETTERS
(2020)
Article
Chemistry, Inorganic & Nuclear
Guijie Li, Gang Shen, Xiaoli Fang, Yun-Fang Yang, Feng Zhan, Jianbing Zheng, Weiwei Lou, Qisheng Zhang, Yuanbin She
INORGANIC CHEMISTRY
(2020)
Article
Chemistry, Inorganic & Nuclear
Guijie Li, Jianbing Zheng, Xiaoli Fang, Kewei Xu, Yun-Fang Yang, Jiang Wu, Linyu Cao, Jian Li, Yuanbin She
Summary: A series of N-heterocyclic carbene-based tetradentate Pd(II) complexes were designed and synthesized, which exhibited stability and high thermal decomposition temperature. The electrochemical and photophysical properties of these complexes were systematically investigated through experimental research and theoretical calculation.
Article
Chemistry, Inorganic & Nuclear
Yuanbin She, Kewei Xu, Xiaoli Fang, Yun-Fang Yang, Weiwei Lou, Ying Hu, Qisheng Zhang, Guijie Li
Summary: A series of novel tetradentate Pt(II) and Pd(II) complexes containing fused 6/6/6 or 6/6/5 metallocycles with ACzCz-based ligands were developed, showing different electrochemical and photophysical properties influenced by both ligand structures and central metal ions. Pt(II) complexes exhibit mixed metal-to-ligand charge transfer and ligand-centered characters, while Pd(II) complexes have decreased MLCT characters and enhanced LC compositions. Additionally, Pd(ACzCz-1) exhibits ultralong low-temperature phosphorescence, and Pt(ACzCz-2)-based green OLED shows promising performance.
INORGANIC CHEMISTRY
(2021)
Article
Materials Science, Multidisciplinary
Haonan Wang, Cong Cheng, Dan Wang, Weiwei Lou, Yunhui Zhu, Chao Deng, Guijie Li, Qisheng Zhang
Summary: A deep blue TADF molecule was prepared using a small EEST pyridine-phenol fluoroboron complex as the acceptor, maintaining a small EEST by attaching carbazole donors to the phenyl rings. The compound exhibited a high fluorescence rate and small D-A dihedral angle change in the excited state, leading to nearly 100% PL quantum yield and a narrow PL spectrum. A TADF-sensitized fluorescence device containing this molecule achieved a high external quantum efficiency and improved color coordinates compared to a control device.
ORGANIC ELECTRONICS
(2021)
Article
Chemistry, Multidisciplinary
Guijie Li, Hua Guo, Xiaoli Fang, Yun-Fang Yang, Yulu Sun, Weiwei Lou, Qisheng Zhang, Yuanbin She
Summary: A series of tetradentate Pd(II) and Pt(II) complexes containing fused 5/6/6 metallocycles with phenyl N-heteroaromatic benzo[d]imidazole (pbiz), benzo[d]oxazole (pboz), or benzo[d]thiazole (pbthz)-containing ligands were developed. Experimental and theoretical studies showed that both the central metal and benzannulated N-heteroaromatic ring significantly influence the electrochemical, photophysical, and excited-state properties of the complexes. Compared to pbiz-based complexes, those with pboz and pbthz-containing ligands exhibited significant red-shift emission spectra.
CHINESE JOURNAL OF CHEMISTRY
(2022)
Article
Materials Science, Multidisciplinary
Guijie Li, Shun Liu, Yulu Sun, Weiwei Lou, Yun-Fang Yang, Yuanbin She
Summary: OLED is a promising technology for high-end electronics displays, with Pt(ii) complexes playing a key role in OLED fabrication. A novel series of Pt(ii) complexes with N-heterocyclic carbenes have been designed and developed, showing excellent emission properties in OLED applications, such as a high L-max of 64,416 cd m(-2) and a peak EQE of 13.1%.
JOURNAL OF MATERIALS CHEMISTRY C
(2021)
Article
Chemistry, Inorganic & Nuclear
Guijie Li, Jianfeng Wen, Feng Zhan, Weiwei Lou, Yun-Fang Yang, Ying Hu, Yuanbin She
Summary: Pt(II) complexes are promising materials for OLED applications in various fields. A series of novel Pt(II) emitters based on biphenyl (bp) were designed and their properties were studied. Ligand modification and linking group control could effectively regulate their properties, while the emission spectra remained constant. The emitters exhibited vibronically featured spectra and achieved high photoluminescent quantum yields. Green OLED using Pt(bp-12) achieved a maximum brightness of 16,644 cd/m(2).
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Yunfei Ge, Xingxing Su, Guijie Li, Yun-Fang Yang, Yuanbin She
Summary: An oxidative functionalization of naphthalene and its derivatives catalyzed by fluorine-containing porphyrin Mn(TFPP)Cl or non-fluorine-containing porphyrin Mn(TPP)Cl is reported, showing that the catalysts play a significant role in the reactions. These studies will provide valuable guidance for the development of metalloporphyrin-catalyzed C-H bond oxidative functionalization.
TETRAHEDRON LETTERS
(2023)
Article
Chemistry, Inorganic & Nuclear
Yulu Sun, Feng Zhan, Disheng Huang, Xia Wang, Lijie Dou, Kewei Xu, Yun-Fang Yang, Guijie Li, Yuanbin She
Summary: A series of novel tetradentate 6/6/6 Pt(II) complexes containing an 8-phenylquinoline-benzo[d]imidazole-carbazole ligand were synthesized; their large π-conjugation allowed them to exhibit high quantum efficiencies (1.2-1.5%) in dichloromethane at room temperature. Experimental and theoretical studies showed that modification of the quinoline moieties of the Pt(II) complexes could tune their electrochemical, photophysical, and excited-state properties. This work provides valuable reference for the design and development of monomer NIR emitters.
INORGANIC CHEMISTRY
(2023)
Article
Multidisciplinary Sciences
Guijie Li, Kewei Xu, Jianbing Zheng, Xiaoli Fang, Yun-Fang Yang, Weiwei Lou, Qingshan Chu, Jianxin Dai, Qidong Chen, Yuning Yang, Yuan-Bin She
Summary: An efficient one-pot strategy for the synthesis of double boron-oxygen-fused polycyclic aromatic hydrocarbons (dBO-PAHs) with high regioselectivity and efficient skeletal editing is developed. These compounds show low aromaticity, but high chemical and thermal stabilities. They can exhibit ultralong afterglow and be used as n-type host materials in high-brightness and high-efficiency deep-blue OLEDs, leading to significant enhancements in brightness and efficiency.
NATURE COMMUNICATIONS
(2023)
Article
Materials Science, Multidisciplinary
Cong Cheng, Yongshi Jiang, Haonan Wang, Weiwei Lou, Yunhui Zhu, Chao Deng, Dan Wang, Taiju Tsuboi, Guijie Li, Qisheng Zhang
Summary: A novel blue TADF emitter with high fluorescence rate and stability is reported, showing a narrow emission bandwidth. High external quantum efficiencies are achieved in OLEDs containing these emitters.
JOURNAL OF MATERIALS CHEMISTRY C
(2021)
Article
Chemistry, Organic
Xiahe Chen, Qunmin Wang, Haimin Shen, Guijie Li, Yun-Fang Yang, Yuan-Bin She
ORGANIC & BIOMOLECULAR CHEMISTRY
(2020)
