Article
Chemistry, Multidisciplinary
Quanquan Wang, Boon Chong Lee, NingXi Song, Ming Joo Koh
Summary: Stereoselective C-glycosylation reactions using bench-stable heteroaryl glycosyl sulfone donors are rare. This study presents two complementary nonprecious metal catalytic systems based on iron or nickel, capable of efficiently coupling heteroaryl glycosyl sulfones with aromatic nucleophiles or electrophiles through distinct mechanisms and modes of activation. The methods provide excellent selectivity, scope, and functional-group compatibility, allowing access to both alpha and beta isomers of key sugar residues.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Multidisciplinary Sciences
Qian-Yu Li, Shiyan Cheng, Ziqi Ye, Tao Huang, Fuxing Yang, Yu-Mei Lin, Lei Gong
Summary: This study developed a simplified photochemical system using iron(III) halides as multifunctional reagents and air as a green oxidant to achieve the direct and selective coupling of benzenes with aliphatic hydrocarbons. The method showed high yields and commendable chemo-, site-selectivity, and demonstrated the potential of iron halides in sustainable synthesis.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Physical
Ziyin Kong, Weipeng Hu, James P. P. Morken
Summary: A Pt-catalyzed hydrosilylation reaction of (Z)-1,2-diborylethylene leads to the formation of a 1,2-diboryl-1-silylalkane, which can be used in catalytic cross-coupling reactions. Depending on the catalyst and the reaction conditions, the coupling can occur at either the α or β position relative to the silane center.
Article
Chemistry, Multidisciplinary
Alexander Purtsas, Marco Rosenkranz, Evgenia Dmitrieva, Olga Kataeva, Hans-Joachim Knoelker
Summary: In this paper, the oxygenation and amination reactions of tertiary arylamines are described. The key steps of these coupling reactions involve iron-catalyzed oxidative C-O or C-N bond formation, which typically provide the desired products in high yields and with excellent regioselectivity. These transformations are carried out using hexadecafluorophthalocyanine-iron(II) (FePcF16) as catalyst, with the presence of an acid or base additive, and only require ambient air as the oxidant.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Hui Wang, Wangyujing Han, Adam Noble, Varinder K. Aggarwal
Summary: This study reports a nickel/photoredox-catalyzed site-selective mono-deboronative arylation of 1,2-bis-boronic esters, which allows for selective coupling of the more sterically hindered secondary/tertiary positions. This is achieved by utilizing a 1,2-boron shift of primary β-boryl radicals to the thermodynamically favored secondary/tertiary radicals for arylation. The mild conditions of this method are suitable for a wide range of aryl halides, resulting in good yields and high regioselectivity. Additionally, this method allows for stereodivergent coupling of cyclic cis-1,2-bis-boronic esters to give trans-substituted products.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Physical
Jingze Wu, Marisa C. Kozlowski
Summary: This Perspective provides an overview of catalytic methods for the oxidative coupling of phenols, focusing on the last 10 years, and summarizes current challenges.
Article
Chemistry, Multidisciplinary
Zi-Chao Wang, Jia-Wen Zhang, Ming Joo Koh, Shi-Liang Shi
Summary: In this study, a highly selective carbonickelation of light alkenes was reported, enabling efficient synthesis of diverse compounds through addition reactions with various reagents. The use of bulky N-heterocyclic carbene ligands played a crucial role in the reaction. This strategy provides a rare, modular platform for upgrading feedstock alkenes and is expected to find broad applications in medicinal chemistry and industrial processes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Junwei Yuan, Hua Li, Guan Wang, Cheng Zhang, Yuxiang Wang, Liujun Yang, Miaomiao Li, Jianmei Lu
Summary: In this study, a high photocatalytic efficiency is achieved by compounding N-doped carbon nanotubes and polyaniline fibers with Ag3PO4 nanoparticles to create a built-in electric field. A novel approach of wrapping beta-cyclodextrin around PANI fibers to isolate electron/hole composite channels is proposed. By reducing recombination probability and improving electron transfer efficiency, the catalyst shows superior performance in degrading phenol under visible light.
APPLIED CATALYSIS B-ENVIRONMENTAL
(2022)
Article
Chemistry, Multidisciplinary
Nicholas M. Orchanian, Sophia Guizzo, Michael L. Steigerwald, Colin Nuckolls, Latha Venkataraman
Summary: The study demonstrates that the reactivity of a kinetically inert transition metal complex can be altered by an external electric field for carbon-carbon coupling reactions. The findings highlight the significance of electric field effects in reaction chemistry and present a novel strategy for modulating organometallic reactivity.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Sean M. Rafferty, Joy E. Rutherford, Lumin Zhang, Lu Wang, David A. Nagib
Summary: The strategy of cross-selective aza-pinacol coupling allows for the conversion of aliphatic aldehydes to valuable beta-amino alcohols, while avoiding homodimerization. By activating carbonyl-specific and using a photoinitiated Mn catalyst, ketyl radicals selectively couple to imines through an atom transfer mechanism.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Biotechnology & Applied Microbiology
Shalu Rawat, Jiwan Singh, Janardhan Reddy Koduru
Summary: In this study, Jatropha leaf extract was utilized for the green synthesis of iron nanoparticles, which showed efficient catalytic degradation of phenol and p-nitrophenol. The nanoparticles were characterized through various methods and found to be potent in degrading both pollutants. The degradation efficiency of the iron nanoparticles was further enhanced with the incorporation of ultrasonic waves, showing promising results in the degradation of phenol and PNP.
ENVIRONMENTAL TECHNOLOGY & INNOVATION
(2021)
Article
Chemistry, Multidisciplinary
Wei Huang, Jiahui Bai, Yinlong Guo, Qinglei Chong, Fanke Meng
Summary: A catalytic enantioselective coupling of 1,1-disubstituted allenes and aldehydes is achieved through regiodivergent oxidative cyclization followed by stereoselective protonation or reductive elimination promoted by chiral phosphine-Co complexes. This unprecedented reaction pathway for Co catalysis allows for the catalytic enantioselective generation of metallacycles with divergent regioselectivity accurately controlled by chiral ligands, leading to a wide range of allylic alcohols and homoallylic alcohols in high yields and excellent regioselectivity, diastereoselectivity, and enantioselectivity.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Physical
Angel Renteria-Gomez, Wes Lee, Shuai Yin, Michael Davis, Achyut Ranjan Gogoi, Osvaldo Gutierrez
Summary: This study presents a conceptually different approach to access diverse (fluoro)alkyl BCP-aryls through an iron-catalyzed multicomponent radical cross-coupling reaction. Experimental and computational mechanistic studies provide insights into the mechanism and ligand effects on C-C bond formation.
Article
Chemistry, Applied
Nadine Doeben, Jannik Reimler, Armido Studer
Summary: Cooperative NHC/photoredox catalysis is an important research field. Tertiary alcohols are used as alkyl radical precursors to perform three component radical coupling, leading to the synthesis of alpha-arylated alkyl aryl ketones. The reaction involves the formation of an acyl azolium ion from an aroyl fluoride with the NHC catalyst, which is then reduced by the photoredox catalyst to generate a ketyl radical anion. The generated C-radicals derived from the alcohol add to the styrene derivative and undergo cross coupling with the ketyl radical, resulting in the targeted ketone after NHC fragmentation.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Review
Nanoscience & Nanotechnology
Guangxin Xue, Linlin Yin, Shengxian Shao, Guodong Li
Summary: Phenol is an important platform molecule for synthesizing valuable chemical intermediates and products. The selective hydrogenation of phenol towards cyclohexanone or cyclohexanol has attracted great interest, but industrial application remains challenging. This review summarizes recent progress in selective hydrogenation of phenol with different catalysts, discussing the relationship between active components, support type, and catalyst performance, as well as the possible reaction mechanism and scale-up methods. Potential challenges and future developments of metal nanocatalysts for selective hydrogenation of phenol are also proposed.
