Review
Chemistry, Multidisciplinary
Liangliang Song, Lingchao Cai, Lei Gong, Erik V. Van der Eycken
Summary: Copper-catalyzed enantioselective coupling reactions have been extensively studied for the rapid synthesis of chiral molecules. Despite progress in polar and radical mechanisms, the development of general and practical strategies for the regio-, enantio-, and diastereoselective assembly of stereogenic centers remains challenging. The integration of photocatalysis with asymmetric copper catalysis offers new reaction pathways and diverse chiral compounds, expanding the scope of radical chemistry. This review provides a summary of recent advances in photoinduced copper-catalyzed enantioselective coupling reactions, with a discussion on the mechanistic aspects.
CHEMICAL SOCIETY REVIEWS
(2023)
Review
Chemistry, Inorganic & Nuclear
Zhilong Li, Chengyang Li, Yu Ding, Haohua Huo
Summary: The merger of nickel catalysis and photocatalysis has provided a transformative platform for the rapid assembly of molecular complexity. However, the development of enantioselective transformations in nickel photoredox catalysis remains challenging but holds great promise.
COORDINATION CHEMISTRY REVIEWS
(2022)
Article
Polymer Science
Yucen Zuo, Yufeng Yao, Chunyu Chen, Yixin Liang, Ke-Fang Yang, Ze Li, Guo-Qiao Lai, Pinglu Zhang, Tien-Yau Luh
Summary: The substituents on cyclopropenes and catalysts have a significant impact on the reactivity and selectivity of ring-opening metathesis polymerization (ROMP). In this study, different chemoselectivities were observed when using piperidine-appended spirocyclopropenes (SCPs) and various Grubbs catalysts. The conformational difference between the piperidine and azetidine motifs plays a crucial role in determining the reactivity, selectivity, and polymerization pathway. This work provides insights into the mechanism of chemoselective ROMP of spirocyclopropenes using Grubbs catalysts and offers guidance for designing new ROMP reactions.
Review
Chemistry, Applied
Chenfei Guan, Huijie Qi, Linjun Han, Guofu Zhang, Chengrong Ding
Summary: Aryl fluorosulfates (ArOSO2F/ArOFs) are versatile synthons widely used in click chemistry for their extensive applications in fields such as biology, medicine, materials, and polymers. They can be readily prepared from phenolic compounds found in nature and are considered an economical, efficient, and environmentally friendly alternative to trifluoromethane sulfonates. Recently, the use of fluorosulfates as electrophilic reagents in transition-metal-catalyzed coupling reactions has gained attention, and the development of a wide range of coupling reactions will greatly expand their applications in interdisciplinary fields.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Physical
Talia J. Steiman, Annah E. Kalb, James C. Coombs, Justin K. Kirkland, Hector Torres, Daniel H. Ess, Christopher Uyeda
Summary: The study investigates the reductive cyclization of 1,1-dichloroalkenes using a dinickel catalyst, with mechanistic studies supporting the intermediacy of a Ni-2(vinylidene) species. The results suggest that both nickel centers cooperate in mediating key steps in the cyclization mechanism.
Article
Chemistry, Multidisciplinary
Nicholas A. Till, Seokjoon Oh, David W. C. MacMillan, Matthew J. Bird
Summary: In this study, pulse radiolysis and spectroelectrochemistry were used to generate low-valent nickel intermediates relevant to Ni-catalyzed cross-coupling reactions, and investigate their reactivities towards comproportionation and oxidative addition processes. The results provide insights into the Ni(0)/Ni(II) comproportionation process and the Ni(I) oxidative addition rates with electronically differentiated aryl iodide electrophiles, which are essential steps in nickel-catalyzed cross-coupling reactions.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Polymer Science
Yuhsaku Okabe, Takeshi Yamada, Sentaro Okamoto
Summary: This study demonstrates that nickel complexes with sterically demanding ligands can catalyze the cycloaddition oligomerization of 1,6-heptadiynes to selectively produce medium-size cyclic polyenes with narrow molecular dispersity and minimal side reactions. The resulting cyclic polyenes exhibit non-conjugated behavior, while thermally isomerized cyclic polyenes show conjugated behavior. The oligomerization reaction has wide functional group compatibility, allowing for the production of medium-size cyclic polyenes with various functional groups. A plausible reaction mechanism explaining the narrow polydispersity is proposed.
Article
Chemistry, Organic
Masayuki Kubo, Naomi Inayama, Eisuke Ota, Junichiro Yamaguchi
Summary: Dance reactions on aromatic rings provide a powerful tool in organic chemistry to move functional groups. By combining with transition-metal-catalyzed coupling reactions, dance reactions of halides and pseudohalides offer a unique platform for the synthesis of diverse substituted aromatic compounds.
Review
Chemistry, Physical
Eugene B. Caldona, Ernesto I. Borrego, Ketki E. Shelar, Karl M. Mukeba, Dennis W. Smith
Summary: The characteristics of polymers are influenced by the method of polymerization and the structural features of their repeat units. Polymers composed of cyclic repeat units tend to exhibit higher optical transparency, lower water absorption, and higher glass transition temperatures. PFCB and ODA are two ring-forming polymer groups with outstanding thermal stability, chemical resistance, mechanical integrity, and improved processability, offering a wide range of applications.
Article
Materials Science, Multidisciplinary
Vincent Bouad, Alexandre Fadel, Saj Mohan, Arthur Hamieh, Jean-Francois Tahon, Joel Lyskawa, Patrice Woisel, Antonio Da Costa, Anthony Ferri, Rachel Desfeux, Freddy Ponchel, Denis Remiens, Vincent Ladmiral, Sophie Barrau
Summary: This study presents an approach to improve the interfacial adhesion between piezoelectric ceramics and piezoelectric polymer matrix in composites, using a macromolecular coupling agent. The macromolecular coupling agent, PMMA-DA, was successfully synthesized and grafted onto the surface of a lead-free piezoelectric ceramic film. The resulting composite showed improved cohesion and a strong piezoelectric response.
ACS APPLIED POLYMER MATERIALS
(2022)
Article
Polymer Science
Huikang Fang, Xiaoyang Huo, Lu Wang, Han Si, Hongkun Li, Anjun Qin, Ben Zhong Tang, Yongfang Li
Summary: In this study, the RhCl3-catalyzed polycyclotrimerization of activated internal diynes was reported for the first time to prepare hyperbranched polyphenylenes. The results showed that high molecular weight and high regioregularity hyperbranched polymers can be obtained under reflux conditions.
Article
Polymer Science
Kristin M. Fuller, Deztany Clay, Sarah R. Almahdali, Anastasia Paterson, Claire M. Barratt, Victor Desyatkin, Valentin O. Rodionov
Summary: A general method for the arm-first synthesis of star polymers is introduced, which involves a formal A2 + B3 step-growth process. The technique utilizes copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction between N3-C(CR2)C-N3 macromonomers and a trifunctional alkyne crosslinker. By systematically evaluating various synthetic conditions, the effects of macromonomer size and feed ratio on the product structures have been investigated. The broad scope of this methodology, enabled by the functional group tolerance of CuAAC, allows for its extension to other macromonomers.
EUROPEAN POLYMER JOURNAL
(2023)
Review
Chemistry, Organic
C. M. A. Afsina, Thaipparambil Aneeja, Mohan Neetha, Gopinathan Anilkumar
Summary: Copper-catalyzed organic reactions have attracted widespread attention due to the abundance and affordability of copper, as well as its low toxicity, eco-friendliness, sustainable nature, and versatility as a catalyst. These reactions are primarily used for the synthesis of biologically important nitrogen heterocycles, amines, amides, imines, and alkynes.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Review
Chemistry, Organic
Liang Luqi, Zhang Lizhi, Peng Yongli, Liu Hui
Summary: gem-Dibromovinyl derivatives are important synthetic tools in organic chemistry, and metal-catalyzed transformations have been developed to synthesize benzo-fused heterocycles with important physiological activity since 2013.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Ahmad Takallou, Munir Al-Siyabi, Sulaiman Al-Shidhani, Yazdanbakhsh Lotfi Nosood, Azizollah Habibi, Alhajaj Almaani, Muhammad U. Anwar, Ahmed Al-Harrasi
Summary: A Pd-catalyzed selective tandem cyclization reaction has been developed for the synthesis of pyridopyrazines, offering a highly efficient and selective approach.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)