Article
Chemistry, Organic
Peizhi Bai, Yubo Jiang, Tiebo Xiao, Guiping Qin
Summary: A Pd-catalyzed cascade reaction has been reported for the efficient construction of stereodefined skipped trienes under mild reaction conditions in a single-step. The reaction tolerates a variety of functional groups and provides substituted stereodefined skipped trienes in moderate to good yields. Preliminary mechanism investigations suggest that the Sonogashira reaction and radical pathway may not be involved in this novel multicomponent coupling reaction.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Wangzhe Chen, Shengyang Ni, Yi Wang, Yi Pan
Summary: In this work, a sacrificial anode, nickel-catalyzed electrochemical allylation reaction of aryl and alkyl halides is reported. The reaction, which does not require external reductants, is greener, milder, and more efficient and can be applied to a range of allylation reagents.
Article
Chemistry, Physical
Andrea Chaves-Pouso, Eva Rivera-Chao, Martin Fananas-Mastral
Summary: This Perspective covers the developments in the area of catalytic allylboration of alkynes and highlights the key features that have allowed for the control of the regio-, diastereo-, and enantioselectivity in these transformations.
Article
Chemistry, Multidisciplinary
De-Run Zhang, Lin-Ping Hu, Feng-Lin Liu, Xiao-Hong Huang, Xia Li, Bo Liu, Guo-Li Huang
Summary: A metal-free and mild approach for the synthesis of trisubstituted alkyl acrylates was developed using visible-light-promoted decarboxylative alkylation of Baylis-Hillman acetates with N-(acyloxy)phthalimides. Various N-(acyloxy)phthalimides derived from primary, secondary, and tertiary aliphatic carboxylic acids smoothly converted to structurally diverse alkyl acrylates in this protocol. Interestingly, better stereoselectivity of the E configuration was observed for aliphatic carboxylic acids and acrylic esters derived from Baylis-Hillman acetates with smaller steric structure. This study provides an economic and easily-handled method for C(sp2)-C(sp2) and C(sp3)-C(sp3) bond formation, and can be applied to late-stage functionalization of natural products.
Article
Chemistry, Organic
Chong-Hui Xu, Zhi-Qiang Xiong, Jing-Hao Qin, Xin-Hua Xu, Jin-Heng Li
Summary: A new method for the electroreductive cross-coupling of prop-2-yn-1-yl acetates with chloro(vinyl)silanes to produce tetrasubstituted silylallenes has been developed. The method involves the formation of a new C-Si bond through the cathodic reduction formation of the silyl radical, radical addition across the C=C bond, the formation of an alkenyl anion intermediate, and deacetoxylation, providing a mild and practical route for the synthesis of silylallenes. Mechanistic studies demonstrate that CoCl2 acts as a mediator to promote the formation of the alkenyl anion intermediate via electron transfer.
Article
Chemistry, Organic
Xin-Yang Lv, Ruben Martin
Summary: Here, the development of a copper-catalyzed C-(sp(3)) amination of unactivated secondary alkyl iodides mediated by diaryliodonium salts is described. The method involves the intermediacy of aryl radical species that undergo halogen atom transfer prior to interfacing with copper catalysts, enabling the formation of C-N bonds at sp(3)-hybridized carbons. The protocol is characterized by its mild reaction conditions, excellent regioselectivity, and wide substrate scope.
Article
Chemistry, Organic
Richa Sharma, Sandeep Chaudhary
Summary: A new method of direct cyanation of N-aryl-(1H/2H)-indazoles via aerobic oxidative C(sp2)-H bond activation has been developed, which shows positional switch by including or excluding AcOH additive, resulting in good to excellent yields with high functional group tolerance. The use of molecular oxygen as a clean and safe oxidant allows for further transformation of the synthesized cyanated product into various other functional groups, showing potential applications in synthetic biology and medicinal chemistry.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Engineering, Environmental
Lingjian Zhang, Xin Hu, Yusheng Chen, Jinqi Zhu, Qian Liu, Zhijie Wan, Yanyong Yang, Qian Wang, Junqing Hu, Rujia Zou
Summary: Cuprous iodide-palladium iodides (CPIs) nanoenzymes were designed for imaging-guided synergistic chemodynamic-photothermal therapy. CPIs can generate hydroxyl radicals from endogenous H2O2 and reduce glutathione in the tumor microenvironment, enhancing the therapeutic effect. Additionally, CPIs have high photothermal conversion efficiency and X-ray attenuation coefficient, enabling imaging-guided treatment. Moreover, CPIs can be degraded to avoid long-term toxicity.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Zhen Yang, Rene M. Koenigs
Summary: A conceptually distinct approach was developed for the dicarbofunctionalization of alkynes at room temperature using simple alkyl iodides and a second molecule of alkyne as coupling partner. This method enables the one-step synthesis of 1,3-enynes with high efficiency without the need for exogenous photosensitizers or oxidants, paving the way for cascade reactions via photochemical palladium catalysis.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Hongping Chen, Bin Song, Mingzhong Mi, Yan Qi, Yongjun Liu
Summary: A novel C-H functionalization method was developed for synthesizing diarylmethanol skeletons via a reductive three molecule coupling of benzaldehydes and esters mediated by samarium and cuprous iodide. The desired products were obtained in moderate to good yields under mild conditions, using a variety of esters and different benzaldehydes as substrates.
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Applied
Yafeng Liu, Fengkai Sun, Zhenyu An, Man Miao, Xin Guo, Chonglong Li
Summary: A regioselective synthesis of multi-substituted furans has been achieved using SeO2-mediated intermolecular cyclization. The developed methodology utilized commercially available starting materials and provided various 2,3,5-triarylfurans.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Organic
Wei Hang, Danyun Li, Song Zou, Chanjuan Xi
Summary: In this study, a visible-light-driven carboxylation reaction was successfully achieved to produce high-value arylacetic acids using benzyl bromides and carbon dioxide as starting materials. The reaction conditions are mild and the substrate scope is broad.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Lingyu Huang, Rongrong Xie, Chaoying Wen, Yanyan Yang, Yiwen Wang, Shiyan Ren, Bin Huang, Shiqing Li
Summary: A palladium-catalyzed decarbonylative/decarboxylative [4 + 2] annulation of phthalic anhydrides with cyclic diaryliodonium salts to synthesize triphenylenes has been developed. The reaction shows broad substrate scope with a high yield of up to 99%, and it provides an efficient and fast way to access functionalized triphenylenes in only one hour.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Hui-Liang Hua, Guo-Ping Wang, Jing-Li Cheng, Yong-Min Liang, Jin-Hao Zhao
Summary: Two strategies were developed for the H2O2-promoted alkoxyalkylation of terminal alkynes, allowing for the direct functionalization of ethers to prepare 2-vinyl heterocycles using H2O2 as a radical initiator and oxidant. This transformation can be conducted under mild conditions without the need for expensive photocatalysts or transition metal catalysts.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Jing Li, Xiaoyu Wang, Zhanwei Wang, Yian Shi
Summary: A novel Cu-promoted C-N coupling reaction between boron esters and di-tert-butyldiaziridinone is described, allowing for the efficient synthesis of a wide variety of aryl ureas under mild conditions with up to a 92% yield.
Article
Nanoscience & Nanotechnology
Tien-Lin Wu, Shih-Han Lo, Yu-Che Chang, Min-Jie Huang, Chien-Hong Cheng
ACS APPLIED MATERIALS & INTERFACES
(2019)
Article
Chemistry, Multidisciplinary
Rajagopal Santhoshkumar, Chien-Hong Cheng
CHEMISTRY-A EUROPEAN JOURNAL
(2019)
Article
Chemistry, Organic
Lin-Chieh Cheng, Wei-Chen Chen, Rajagopal Santhoshkumar, Tzu-Hsuan Chao, Mu-Jeng Cheng, Chien-Hong Cheng
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2020)
Article
Chemistry, Organic
Vijaykumar H. Thorat, Jen-Chieh Hsieh, Chien-Hong Cheng
Article
Chemistry, Organic
Joydip De, Rohit Ashok Kumar Yadav, Rahul Singh Yadav, Santosh Prasad Gupta, Mayank Joshi, Angshuman Roy Choudhury, Jayachandran Jayakumar, Jwo-Huei Jou, Chien-Hong Cheng, Santanu Kumar Pal
Summary: A unique strategy involving a central benzene core with specific attachments led to the attainment of discotic nematic phase in the reported compounds. These compounds exhibit high solid-state emission and act as efficient deep-blue emitters in OLEDs with CIEx,y coordinates of (0.16, 0.07).
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Krishan Kumar, Kiran Kishore Kesavan, Diksha Thakur, Subrata Banik, Jayachandran Jayakumar, Chien-Hong Cheng, Jwo-Huei Jou, Subrata Ghosh
Summary: The performance of newly developed functional pyrene derivatives with different functionalized pyridine units as hole-transporting materials for OLED applications was studied, showing stable performance and desirable characteristics in terms of electro-optical properties and device performance.
Article
Chemistry, Multidisciplinary
Yi-Kuan Chen, Jayachandran Jayakumar, Chia-Min Hsieh, Tien-Lin Wu, Chun-Cheng Liao, Jayabalan Pandidurai, Chang-Lun Ko, Wen-Yi Hung, Chien-Hong Cheng
Summary: The TPAmPPC compound is a highly efficient TADF material with excellent optical properties, demonstrating high photoluminescence quantum yields and superior device performance in OLEDs.
ADVANCED MATERIALS
(2021)
Article
Chemistry, Organic
Vijaykumar H. Thorat, Yu-Lin Tsai, Yong-Ran Huang, Chien-Hong Cheng, Jen-Chieh Hsieh
Summary: In this study, a nickel-catalyzed cyclization reaction was reported, which allowed the generation of polysubstituted biaryl sultams by reacting 1,2,3,4-benzothiatriazine-1,1-dioxides with arynes. The reaction exhibited high tolerance towards substituents on every subunit. Mechanistic investigation revealed the formation of a diradical intermediate, which reacted with a nickel complex to form a nickelacycle intermediate and underwent subsequent cyclization through aryne insertion.
Article
Nanoscience & Nanotechnology
Sheng-Lin Deng, Yi-Kuan Chen, Jian Lei, Jayachandran Jayakumar, Chang-Lun Ko, Wen-Yi Hung, Tien-Lin Wu, Chien-Hong Cheng
Summary: The acceptor modification strategy is an effective method for tuning the emission color of TADF emitters. In this study, three TADF emitters with donor-acceptor structures were successfully synthesized, demonstrating greenish-yellow to orange-red emissions with high photoluminescent quantum yields in thin films. The nondoped OLEDs based on TPAmbPPC exhibited a remarkable EQE(max) of 21.6%, indicating its promising potential for OLED applications. Orange-red OLED devices based on TPAmCPPC showed high EQE(max), CE, and PE values.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Materials Science, Multidisciplinary
Chia-Min Hsieh, Yi-Kuan Chen, Jian Lei, Pang-Yu Chou, Song-Ting Hsieh, Chang-Lun Ko, Wen-Yi Hung, Tien-Lin Wu, Chien-Hong Cheng
Summary: In this study, a diboron-based molecule, PhCzDBA, is designed and its OLED device exhibits high EQE and stability, with low efficiency roll-off and long operational lifetimes. It shows potential and diverse applications in future display technology.
ACS MATERIALS LETTERS
(2023)
Article
Materials Science, Multidisciplinary
Yi-Kuan Chen, Jayachandran Jayakumar, Chang-Lun Ko, Wen-Yi Hung, Tien-Lin Wu, Chien-Hong Cheng
Summary: Three pyridine-carbonitrile (PPC) fluorophores with amine-type donors were designed and synthesized, showing high photoluminescence quantum yields, thermally activated delayed fluorescence (TADF) and thermal stability. By modifying the donors, the horizontal dipole orientation ratios were successfully increased. One of the dopants exhibited high external quantum efficiency and low driving voltage in a green OLED.
JOURNAL OF MATERIALS CHEMISTRY C
(2022)
Article
Materials Science, Multidisciplinary
Jayabalan Pandidurai, Jayachandran Jayakumar, Yi-Kuan Chen, Chia-Min Hsieh, Chien-Hong Cheng
Summary: This study focuses on the design, synthesis, and investigation of four new TADF emitters, aiming to achieve high internal quantum efficiency and external quantum efficiency through optimizing molecular structures and controlling intermolecular interactions. The results show that the Y-shaped emitters exhibit high photoluminescence quantum yields and efficient TADF, with important roles played by intramolecular interactions and hydrogen bonds in enhancing molecular rigidity and improving efficiency.
JOURNAL OF MATERIALS CHEMISTRY C
(2021)
Article
Materials Science, Multidisciplinary
Indu Bala, Rohit Ashok Kumar Yadav, Manisha Devi, Joydip De, Nitya Singh, Kamalakannan Kailasam, Jayachandran Jayakumar, Jwo-Huei Jou, Chien-Hong Cheng, Santanu Kumar Pal
JOURNAL OF MATERIALS CHEMISTRY C
(2020)
Article
Materials Science, Multidisciplinary
Jayabalan Pandidurai, Jayachandran Jayakumar, Natarajan Senthilkumar, Chien-Hong Cheng
JOURNAL OF MATERIALS CHEMISTRY C
(2019)
Article
Chemistry, Organic
Yu-Che Chang, Sekar Prakash, Chien-Hong Cheng
ORGANIC CHEMISTRY FRONTIERS
(2019)
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)