Article
Chemistry, Multidisciplinary
Dimitris Kalaitzakis, Artemis Bosveli, Tamsyn Montagnon, Georgios Vassilikogiannakis
Summary: This study describes a new photocatalytic ring expansion reaction that converts gamma-lactams into 2-pyridones, inspired by a late-stage oxidation commonly observed in fungal metabolism. The reaction is highly powerful and can directly convert readily accessible furans into 2-pyridones through sequential photo-induced reactions (energy transfer and electron transfer).
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Review
Chemistry, Multidisciplinary
Pietro Franceschi, Sara Cuadros, Giulio Goti, Luca Dell'Amico
Summary: The synthesis of four-membered heterocycles often requires complex procedures and prefunctionalized reactants. An alternative approach is the photochemical [2+2]-heterocycloaddition, but it is limited by the absorption profile of the carbonyl and the use of high-energy UV-light. This review highlights the progress made in developing visible light-driven [2+2]-heterocycloadditions and discusses the remaining challenges and potential future directions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Tanumoy Mandal, Samrat Mallick, Nidhi Kumari, Suman De Sarkar
Summary: An efficient approach utilizing the dual catalytic activity of an organo-photocatalyst for the synthesis of phenanthrene scaffolds is documented. The controlled cascade transformation involves in situ diazotization, olefin isomerization, and photoreduction for the generation of arene radicals. The study explores the underexplored organocatalyst acridine orange base and investigates the photophysical interactions and reaction kinetics.
Article
Chemistry, Physical
Manjakuppam Malika, Shriram S. Sonawane
Summary: The calcination temperature affects the crystallinity and morphology of Fe2O3- TiO2 nanosheets, and using hybrid nanofluids can improve the photocatalytic degradation.
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS
(2022)
Article
Chemistry, Organic
Yang Song, Hao Zhang, Jiabao Guo, Yifei Shao, Yuzhou Ding, Li Zhu, Xiaoquan Yao
Summary: This work presents a visible-light-induced oxidative alpha-alkylation of glycine derivatives with ethers using Eosin Y as a catalyst. The reaction, conducted under blue light from a 3 W LED, produces a range of alpha-etherized glycine derivatives with good to excellent yields and functional group tolerance when tert-butyl hydroperoxide is used as the oxidant at ambient temperature. This operationally easy procedure offers an economical, metal-free, and mild approach for synthesizing alpha-etherized glycine derivatives.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Environmental Sciences
Rida Tehreem, Muhammad Awais, Sanya Khursheed, Fahad Rehman, Dilshad Hussain, Young Sun Mok, Ghayas Uddin Siddiqui
Summary: In this study, chromium and nitrogen co-doped TiO2 nanoparticles were synthesized and used for the photocatalytic degradation of dyes under visible light. The nanoparticles showed remarkable results in the degradation of organic pollutants, with high efficiency and reusability. The study has important implications for solving the problem of water pollution.
ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Yujie Liang, Roman Kleinmans, Constantin G. Daniliuc, Frank Glorius
Summary: The synthesis of polysubstituted 2-oxabicyclo[2.1.1]hexanes has been achieved in a single step using visible-light-induced triplet energy transfer catalysis. This method offers significant potential in pharmaceutical development, allowing for the rapid construction of complex molecular structures and access to unexplored chemical space.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Review
Chemistry, Multidisciplinary
Praveen P. Singh, Jaya Singh, Vishal Srivastava
Summary: The use of organic photocatalysts has revolutionized the field of photoredox catalysis, allowing reactivities previously achievable only with transition-metal photocatalysts. This review highlights recent advancements in the utilization of an acridinium photocatalyst in organic synthesis, focusing on both late-stage functionalization of biorelevant molecules and activation of inert chemical bonds, with an emphasis on their mechanistic features.
Article
Chemistry, Applied
Milos Jovanovic, Predrag Jovanovic, Gordana Tasic, Milena Simic, Veselin Maslak, Srdjan Rakic, Marko Rodic, Filip Vlahovic, Milos Petkovic, Vladimir Savic
Summary: Enallenylamides are used for the synthesis of heterobicycle[4.2.0]octane derivatives through Ir/h & nu; promoted [2+2] cycloaddition reaction. This reaction targets the distal double bond of the allene moiety, leading to the exclusive formation of trans product. The process is conducted at room temperature and under an inert atmosphere. A study on the substituent propensities reveals variable effects, with electron-withdrawing groups hindering the process or reducing its yield, while electron-donating substituents enhancing the efficiency with yields ranging from 60% to 88%. The influence of protecting groups on the reaction pathway is also demonstrated.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Gang Zhou, Xiao Shen
Summary: This paper reports the first synthesis of alpha-trifluoromethylated cyclopropenols through visible-light-induced organocatalysis. The method offers simple operation, mild conditions, broad substrate scope, and good functional group tolerance.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Yue Luo, Guorui Chang, Li Huang, Leilei Zhang, Jiaqi Cui, Xiaping Zhu, Shuxia Xu
Summary: The covalent immobilization of Eosin Y on graphene oxide resulted in a GO/EY composite with enhanced visible-light-driven photocatalytic activity for degrading CEC antibiotics. The modification of GO by EY as a sensitizer improved visible light absorption, leading to increased degradation efficiency of CEC.
Article
Nanoscience & Nanotechnology
Tomas Javorskis, Tomas Rakickas, Alberta Jankunaite, Sarunas Vaitekonis, Arturas Ulcinas, Edvinas Orentas
Summary: We present a simple method for creating large-area, microscale resolution patterns of functional amines on self-assembled monolayers using a photoacid-enriched elastomeric stamp. The limited diffusion of the photoactivated acid enables confined deprotection of N-Boc amino groups to narrow line widths. The experimental setup is based on a conventional HD-DVD optical pickup, making it cost-efficient and maskless.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Chemistry, Organic
Haiwang Liu, Fei Xue, Mu Wang, Xinxin Tang, Jie Wu
Summary: Styrene derivatives were hydroacylated with exclusive anti-Markovnikov selectivity using neutral eosin Y as a direct hydrogen-atom-transfer catalyst under visible-light irradiation, giving moderate to high yields of the corresponding products. The acyl radical intermediate was generated through a direct HAT process induced by photoexcited eosin Y, followed by subsequent addition to styrenes and a reverse HAT process to generate the ketone products.
Article
Chemistry, Organic
Tatsuhiro Uchikura, Kazuki Takahashi, Tatsushi Oishi, Takahiko Akiyama
Summary: In this study, an enantioselective intermolecular [2 + 2] photocyclization of alkenyl 2-pyrrolyl ketones using a chiral phosphoric acid was reported. The method allows for the synthesis of cyclobutanes with high enantioselectivity (up to 98% ee). UV-Vis spectra showed a bathochromic shift effect upon mixing the alkenyl 2-pyrrolyl ketones and the chiral phosphoric acid. Non-linear correlation between the ee of the catalyst and the ee of the cycloadduct suggests the formation of a dimer complex between both substrates and the chiral phosphoric acid before photocycloaddition.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Wenzhao Zhang, Long Zhang, Sanzhong Luo
Summary: Catalytic asymmetric de Mayo reaction was achieved for the first time under visible light using asymmetric binary acid catalysis (ABC) involving zirconium chloride and chiral phosphoric acid (CPA). The chiral zirconium catalysis enables effective reactions over a broad range of 1,3-diketones and alkenes with up to >99% yield and 98% ee. The key chiral zirconium enolate was isolated and characterized to account for the observed catalysis and stereoselectivity.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Organic
Gaoyuan Zhao, Sarbjeet Kaur, Ting Wang
Article
Chemistry, Organic
Juncheng Li, Gaoyuan Zhao, Ting Wang
Article
Chemistry, Multidisciplinary
Gaoyuan Zhao, Wang Yao, Jaclyn N. Mauro, Ming-Yu Ngai
Summary: The study presents the first excited-state palladium-catalyzed 1,2-spin-center shift reaction for site-selective functionalization of carbohydrates. The strategy offers mild reaction conditions with high levels of selectivity, tolerating a wide range of functional groups and complex molecular architectures, suggesting a general approach for the rapid generation of natural and unnatural carbohydrates.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Gaoyuan Zhao, Juncheng Li, Ting Wang
Summary: The development of a photocatalytic intermolecular hydroamination reaction between N-aminated dihydropyridines and unactivated alkenes is reported using metal-free co-catalysts rhodamine 6G and thiophenol in the presence of visible light. The transformation shows a broad substrate scope, both alkenes and amidyl radical can act as coupling partners, providing excellent anti-Markovnikov selectivity and regioselectivity in diene substrates.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Gaoyuan Zhao, Wang Yao, Ilia Kevlishvili, Jaclyn N. Mauro, Peng Liu, Ming-Yu Ngai
Summary: Nickel catalysis offers exciting opportunities for addressing challenges in organic synthesis. A novel nickel-catalyzed radical migratory cross-coupling reaction was reported for the direct preparation of 2-aryl-2-deoxyglycosides from readily available 1-bromosugars and arylboronic acids. This reaction shows a broad substrate scope, high tolerance to functional groups, and efficient synthesis of valuable carbohydrate mimics and building blocks.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Sarbjeet Kaur, Dominic P. Luciano, Xinhao Fan, Gaoyuan Zhao, Sheridan Messier, Madison M. Walker, Qiang Zhang, Ting Wang
Summary: A visible-light-mediated thiol-ene reaction in aqueous medium is successfully achieved, with two different reaction pathways discovered in acidic and basic buffer systems, suitable for unprotected peptides.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Gaoyuan Zhao, Upasana Mukherjee, Lin Zhou, Yue Wu, Wang Yao, Jaclyn N. Mauro, Peng Liu, Ming-Yu Ngai
Summary: This study reports the first direct strategy to synthesize C2-ketonyl-2-deoxysugars, important carbohydrate mimetics, from 1-bromosugars and silyl enol ethers via an excited-state palladium-catalyzed 1,2-spin-center shift process. The reaction is step-economic, has a broad substrate scope, high functional group tolerance, and can be used in the late-stage functionalization of natural product- and drug-glycoconjugates.
Article
Chemistry, Multidisciplinary
Gaoyuan Zhao, Juncheng Li, Ting Wang
Summary: The development of visible-light-induced photoacid catalyzed glycosylation using eosin Y and PhSSPh catalyst system was reported, demonstrating a broad substrate scope and mild reaction conditions.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Sarbjeet Kaur, Gaoyuan Zhao, Evan Busch, Ting Wang
ORGANIC & BIOMOLECULAR CHEMISTRY
(2019)
