Review
Chemistry, Applied
Abdul-Halim Obeid, Jerome Hannedouche
Summary: This review provides an overview of the significant advancements in the field of iron-catalyzed positional and geometrical isomerization of alkenes, focusing on the mechanistic aspects. Emphasis is placed on the developments beyond iron carbonyl complexes and the underlying nature of the active iron species. The relevant literature until late 2022 has been covered.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Energy & Fuels
Larissa Brito, Gerhard D. Pirngruber, Emanuelle Guillon, Florian Albrieux, Johan A. Martens
Summary: The study on hydroisomerization and hydrocracking of octylcyclohexane using a bifunctional Pt/USY zeolite catalyst reveals a kinetic competition between isomerization and cracking, leading to favorable cracking distribution upon molecule tribranching.
Article
Energy & Fuels
Xinru Wu, Xueqin Lei, Shidong Wang, Hongwei Zhang, Qingyan Cui, Xiaojun Bao, Tinghai Wang, Pei Yuan
Summary: A NiP-H beta/modified Kaolin catalyst was developed and used for n-hexane isomerization. The introduction of modified Kaolin improves the selectivity towards multi-branched isomerized products with high octane number, resulting in excellent catalytic performance.
Article
Chemistry, Physical
Nisreen S. Ali, Issam K. Salih, Hamed N. Harharah, Hasan Sh. Majdi, Hussein G. Salih, Khairi R. Kalash, Ali Al-Shathr, Farah T. Al-Sudani, Mahir A. Abdulrahman, Jamal M. Alrubaye, Talib M. Albayati, Noori M. Saady, Sohrab Zendehboudi
Summary: The use of catalytic membranes as microstructured reactors without separative function has shown effectiveness. By pushing the reactant mixture to flow through the pores of a membrane impregnated with catalyst, high catalytic activity with minimal mass transport resistances is achieved. In this study, n-heptane was hydrocracked and hydro-isomerized using a plug-flow zeolitic catalytic membrane-packed bed reactor with a metallic cobalt precursor loaded onto support mesoporous materials MCM-48.
Article
Chemistry, Physical
Joshua Cutright, Savana Edwards, Robert Jauregui, Ray Mohseni, Aleksey Vasiliev
Summary: The objective of this research is to synthesize a stable heterogeneous catalyst containing covalently immobilized phosphotungstic acid (PTA) and evaluate its catalytic activity. The catalyst showed good catalytic activity in the isomerization of alkenes, but its activity in the alkylation of benzene was somewhat lower. The characterization of the catalyst after the reaction showed minimal changes in porosity and particle size, with no leaching of PTA observed. However, carbon deposits were found on the catalyst, requiring regeneration before reuse.
Article
Chemistry, Physical
Heng Xia, Hongzi Tan, Hongyou Cui, Feng Song, Yuan Zhang, Rongrong Zhao, Zhe-Ning Chen, Weiming Yi, Zhihe Li
Summary: The selectivity of hydrogenation of phenol to cyclohexane or cyclohexanol over Pd/NaY catalyst can be achieved by regulating the solvent polarity. The solvent polarity greatly influences the reaction mechanism and product selectivity, as well as the adsorption manner of phenol in the catalyst.
CATALYSIS SCIENCE & TECHNOLOGY
(2021)
Review
Chemistry, Organic
Yi-Ren Zhu, Jie Xu, Hui-Fang Jiang, Rui-Jing Fang, Yan-Jun Zhang, Lu Chen, Chen Sun, Fei Xiong
Summary: This article reviews the application of bifunctional sulfonamide as a hydrogen-bonding catalyst in asymmetric organocatalysis after 2011, highlighting asymmetric processes such as aldol reaction, Michael addition, Mannich reaction, desymmetrization, and cyclization.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Long Huang, Marcin Szewczyk, Rajesh Kancherla, Bholanath Maity, Chen Zhu, Luigi Cavallo, Magnus Rueping
Summary: In this study, stereodivergent allylic C(sp(3))-H bond arylations were successfully developed through a systematic investigation of the direction and degree of stereoselectivity in the cross-coupling process. Unlike the typical photosensitized geometrical isomerization of alkenes, the catalytic reaction demonstrated the feasibility of switching the C-C double bond stereoselectivity through ligand control and steric and electronic effects.
NATURE COMMUNICATIONS
(2023)
Article
Engineering, Chemical
Yaoyao Duan, Hui Jiang, Hefang Wang
Summary: Research focused on improving the catalytic performance of isobutane isomerization catalysts, with a particular emphasis on investigating the effects of reaction conditions on catalyst performance. Experimental results showed that the highest yield was achieved on microscale catalysts, as the larger diffusion distance inhibited cracking reactions, and increasing platinum content slightly improved n-butane selectivity.
CANADIAN JOURNAL OF CHEMICAL ENGINEERING
(2022)
Article
Chemistry, Multidisciplinary
Betty A. Kustiana, Salma A. Elsherbeni, Thomas G. Linford-Wood, Rebecca L. Melen, Matthew N. Grayson, Louis C. Morrill
Summary: In this study, the B(C6F5)(3)-catalyzed E-selective isomerization of alkenes is reported. The transition-metal-free method is applicable to various accessible substrates, allowing the synthesis of synthetically useful products with versatile stereodefined internal alkenes. The reaction mechanism was investigated using synthetic and computational methods.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Jiandong Liu, Hegui Gong, Shaolin Zhu
Summary: A NiH-catalyzed migratory hydroalkenylation reaction of olefins with alkenyl bromides has been developed, yielding benzylic alkenylation products with high yields and excellent chemoselectivity. The mild conditions of the reaction prevent olefinic products from further isomerization or subsequent alkenylation, and catalytic enantioselective hydroalkenylation of styrenes was achieved using a chiral bisoxazoline ligand.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Tomas Nevesely, John J. Molloy, Calum McLaughlin, Linda Bruess, Constantin G. Daniliuc, Ryan Gilmour
Summary: Examples of geometric alkene isomerization in nature usually occur in the exergonic direction. This study investigates the reverse isomerization and validates the interactions as the driving force by selective energy transfer catalysis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Changpeng Chen, Wenqing Guo, Deyong Qiao, Shaolin Zhu
Summary: We report a NiH-catalyzed asymmetric migratory hydroalkylation process for the efficient and selective construction of enantioenriched multi-substituted cycloalkanes. Through a dynamic kinetic asymmetric transformation (DYKAT), easily accessible racemic and isomeric mixtures of cycloalkenes could be directly utilized as starting materials, convergently producing highly regio-, diastereo-, and enantioselective chiral 1,2-cis disubstituted cycloalkanes. In addition, prochiral cyclic alkenes can also be employed, delivering chiral 1,2-cis disubstituted cycloalkanes through desymmetrization process.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Thi Minh Thi Le, Thibaud Bregent, Philippe Jubault, Thomas Poisson
Summary: In this study, we revealed the contra-thermodynamic E -> Z isomerization of alkenyl silanes by in situ formation of a chromophoric species, using rac-BINAP as the catalyst. The reaction, carried out in DMSO or CH3CN under irradiation at 405 nm, achieved the interconversion of E-isomers into Z-congeners with good to excellent yields and outstanding Z/E selectivities in 18 examples. Finally, the mechanism of the E -> Z isomerization was investigated to gain insights into the reaction mechanism.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Thibaud Bregent, Jean-Philippe Bouillon, Thomas Poisson
Summary: The photocatalytic contra-thermodynamic E -> Z isomerization of vinyl boronates can be achieved using a binaphthol catalyst. The reaction proceeds through the transient formation of a suitable chromophore with a BINOL derivative as the catalyst, resulting in good-to-excellent Z/E ratio and excellent-to-quantitative yields. The mechanism involves the formation of a transient chromophore species.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Warren L. B. Huey, Andrew M. Ochs, Archibald J. Williams, Yuxin Zhang, Simo Kraguljac, Ziling Deng, Curtis E. Moore, Wolfgang Windl, Chun Ning Lau, Joshua E. Goldberger
Summary: Researchers have discovered thermally robust and air-stable two-dimensional ferromagnetic materials with high transition temperatures that can be easily exfoliated for use. These materials are stable, can be grown easily, and have high concentrations of magnetic element substitution in transition metal dichalcogenide alloys. This study shows great potential for the future development of 2D devices.
Article
Chemistry, Multidisciplinary
Wenjie Tao, Alina Yerbulekova, Curtis E. Moore, Hannah S. Shafaat, Shiyu Zhang
Summary: The interconversion between metal-S-nitrosothiol adduct and metal nitrosyl thiolate complex can regulate the direction of reversible S-(de)nitrosation. This process is sensitive to temperature, solvent coordination ability, and counterions, and copper centers can modulate the bond formation and cleavage through minor perturbations of the local environment.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Weiyao Zhang, Curtis E. Moore, Shiyu Zhang
Summary: In this study, a synthetic tricopper complex was used to model the three-electron two-proton reduction in multicopper oxidases. Different proton-coupled electron transfer mechanisms were observed in the reduction process, demonstrating the ability of the tricopper complex to adopt various PCET mechanisms.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Inorganic & Nuclear
Kelsey L. Hodge, H. Olivia Davis, Karl G. Koster, Wolfgang Windl, Curtis E. Moore, Joshua E. Goldberger
Summary: Two new ternary Ca-Ga-Ge phases have been discovered during the search for transition metal-free alkyne hydrogenation catalysts. These compounds are metallic and exhibit minimal activity in the hydrogenation reaction of phenylacetylene.
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE
(2022)
Article
Multidisciplinary Sciences
Shuai Wang, Jeffrey D. Sears, Curtis E. Moore, Arnold L. Rheingold, Michael L. Neidig, Joshua S. Figueroa
Summary: The diagonal relationship between phosphorus and carbon in the periodic table suggests that the diatomic diphosphorus molecule (P-2) should have similar properties to acetylene (HC CH). In this study, a mononuclear iron complex featuring P-2 coordination was isolated and characterized, revealing similar electronic demands but different reactivity profiles compared to acetylene coordination.
Article
Chemistry, Inorganic & Nuclear
Nathanael H. Hunter, Jeremiah E. Stevens, Curtis E. Moore, Christine M. Thomas
Summary: A single bridging phosphinoamide ligand can support a metal-metal triple bond in a Zr/Co heterobimetallic complex. The similarity in bonding to previously synthesized Zr/Co species is confirmed through structural parameters, density functional theory predictions, and CASSCF calculations. This demonstrates the realization of metal-metal multiple bonds in heterobimetallic complexes without the need for multiple bridging ligands.
INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Jeremiah E. Stevens, Curtis E. Moore, Christine M. Thomas
Summary: In this study, a four-coordinate iron complex has been found to activate the Si-H bonds in primary silanes across the Fe-amide bonds in a metal-ligand cooperative manner. Upon treatment with excess silane, Si-Si dehydrogenative homocoupling occurs across the Fe-N-amide bond without any oxidation or spin state changes at the Fe center.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Physical
Karl G. Koster, Ziling Deng, Curtis E. Moore, Joseph P. Heremans, Wolfgang Windl, Joshua E. Goldberger
Summary: The tetragonal alpha-WSi2 crystal exhibits axis-dependent conduction polarity, enabling the integration of p- and n-type functionality into a single crystal. This unique property has been experimentally demonstrated and matches theoretical predictions, making alpha-WSi2 an excellent material platform for potential applications.
CHEMISTRY OF MATERIALS
(2023)
Article
Plant Sciences
Yulin Ren, Elizabeth N. Kaweesa, Lei Tian, Sijin Wu, Kongmany Sydara, Mouachanh Xayvue, Curtis E. Moore, Djaja D. Soejarto, Xiaolin Cheng, Jianhua Yu, Joanna E. Burdette, A. Douglas Kinghorn
Summary: A cardiac glycoside epoxide, (-)-cryptanoside A (1), was isolated from Cryptolepis dubia and showed potent cytotoxicity against various human cancer cell lines. It also inhibited Na+/K+-ATPase activity and increased the expression of Akt and the p65 subunit of NF-κB. Molecular docking analysis suggested that (-)-cryptanoside A (1) directly targets Na(+)/K+-ATPase to exhibit its cytotoxic effects on cancer cells.
JOURNAL OF NATURAL PRODUCTS
(2023)
Article
Chemistry, Physical
Ruichen Wan, Ruiyang Lyu, Curtis E. Moore, Yiying Wu
Summary: Understanding the composition-structure relationship is crucial for controlling the properties of low-dimensional hybrid organic lead halide compounds (HOLHCs). Previous knowledge focused on the primary structure of organic cations, but the secondary structures formed by noncovalent interactions have not been systematically investigated. In this study, we examine the influence of hydrogen bonding-induced secondary structures of ammonium ions on the folding and dimensionality of HOLHCs. The folded secondary structures also exhibit chirality, offering a new approach for creating symmetry-breaking chiral materials.
JOURNAL OF PHYSICAL CHEMISTRY C
(2023)
Article
Chemistry, Multidisciplinary
Anna L. Poptic, Ying-Pin Chen, Tieyan Chang, Yu-Sheng Chen, Curtis E. Moore, Shiyu Zhang
Summary: This study investigates the assembly of MnIIFeII cofactors in class Ic ribonucleotide reductases (RNRIc) and R2 like ligand-binding oxidases (R2lox). The authors report the selective formation of MnIIFeII complex even in the absence of a protein scaffold. X-ray diffraction reveals that MnIIFeII exhibits the same site selectivity as RNRIc and R2lox. The assembly mechanism of MnIIFeII is elucidated.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Inorganic & Nuclear
Matthew C. Fitzsimmons, Azamat Yessengazin, Gillian P. Hatzis, Jeremiah E. Stevens, Curtis E. Moore, Christine M. Thomas
Summary: A Co(II) complex, ((PPP)-P-H)CoI2, was synthesized and used as a precatalyst for the hydrogenation of terminal alkenes under mild conditions. The catalytic system showed activity towards terminal alkene substrates, including 1,1'-disubstituted alkenes, and exhibited moderate stability in air and moisture. The catalytically active species was identified as a cobalt hydride monomer, [(PPP)CoH](2).
Article
Chemistry, Inorganic & Nuclear
Leah K. Oliemuller, Curtis E. Moore, Christine M. Thomas
Summary: A Mn(CO)(2) complex with a central three-coordinate N-heterocyclic phosphorus fragment is synthesized and its reactivity towards H-2, NH3BH3, H+, and H- is investigated. Computational methods and reactivity studies are used to assess the electrophilic nature of the N-heterocyclic phosphenium moiety and the nucleophilic manganese center. The bonding interactions of a synthesized pincer-ligated manganesedicarbonyl complex featuring an N-heterocyclic phosphenium central moiety are explored.
INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Anna L. Poptic, Ying-Pin Chen, Tieyan Chang, Yu-Sheng Chen, Curtis E. Moore, Shiyu Zhang
Summary: Class Ic ribonucleotide reductases (RNRIc) and R2-like ligand-binding oxidases (R2lox) assemble heterobimetallic (MnFeII)-Fe-II cofactors through carefully constructed protein structures. This study demonstrates the selective formation of (MnFeII)-Fe-II complex in the absence of a protein scaffold. The successful assembly of (MnFeII)-Fe-II is attributed to Fe-deficient conditions, site differentiation, and the inability of the ligand to accommodate a dimanganese complex.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Maxwell S. Reese, Mitchell G. Bonanno, Jamey K. Bower, Curtis E. Moore, Shiyu Zhang
Summary: This study reports the synthesis and reactivity of a series of Cu-II and Cu-III aryl complexes that closely mimic the intermediates in Cu-catalyzed C-N coupling reactions. It was found that neutral nitrogen nucleophiles can react with copper(III) aryl complexes to form C-N coupling products, but commonly observed byproducts are also generated.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)