Article
Chemistry, Multidisciplinary
Menghan Cui, Changhui Su, Rong Wang, Qing Yang, Chunxiang Kuang
Summary: This novel and green route involves the direct synthesis of vinyl triazole derivatives with alkynes and triazoles promoted by an inorganic base under transition metal-free conditions, showing great catalytic activity for the anti-Markovnikov stereoselective hydroamination of alkynes. Good yields with excellent functional group tolerance are successfully achieved for a range of substrates, making it an advanced concept for the synthesis of alkenyl triazole with a versatile and cost-efficient approach.
Article
Chemistry, Organic
Jeremy R. Tuck, Robert J. Tombari, Noah Yardeny, David E. Olson
Summary: In this study, arylazo-1,2,3-triazoles were successfully synthesized using azide-alkyne click chemistry, showcasing high thermal stabilities and near-quantitative bidirectional photoconversion.
Article
Polymer Science
Azra Kocaarslan, Isik Sumer, Cansu Esen, Baris Kumru, Gonul Eryurek, Yusuf Yagci
Summary: Click chemistry, as one of the most promising and straightforward methodologies, can be applied from the synthesis of small biomolecules to complex macromolecular structures. By using a dual-heterogeneous photocatalyst with graphitic carbon nitride (g-CN) combined with upconversion glass, it is possible to generate light emission in the near-infrared region and facilitate electron transfer reactions, particularly in copper-catalyzed azide-alkyne cycloaddition (CuAAC) click reactions.
Review
Chemistry, Multidisciplinary
Kelvin Li, Darryl Fong, Eric Meichsner, Alex Adronov
Summary: Efficient reactions driving progress in synthetic chemistry focus on mild conditions, no by-products, and rapid completion. The strain-promoted azide-alkyne cycloaddition has gained popularity in organic synthesis, bioorthogonal chemistry, and polymer chemistry, leading to significant achievements in producing various polymeric constructs for diverse applications.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Cong Guan, Jiabin Yin, Jian Ji, Jinhua Liu, Xiang Wu, Tong Zhu, Shunying Liu
Summary: A regioselective electrochemical C-H amination method using easily accessible ethers has been developed to synthesize N (2)-substituted 1,2,3-triazole. Multiple substituents, including heterocycles, were well-tolerated, and 24 examples were obtained in moderate to good yields. Control experiments and DFT calculations revealed that the electrochemical synthesis occurs through a N-tosyl 1,2,3-triazole radical cation process, promoted by single-electron transfer from the lone pair electrons of the aromatic N-heterocycle, and the desulfonation is responsible for the high N (2)-regioselectivity.
Review
Chemistry, Applied
Supriya Rej, Amrita Das, Tarun K. Panda
Summary: The hydroboration of alkynes is a significant method for synthesizing important vinylborane compounds, with implications for regioselectivity and stereoselectivity. Extensive studies have been conducted on catalytic conditions and mechanistic studies to selectively obtain a single isomer, aiming to provide readers with accurate knowledge of available catalytic systems for this reaction. Researchers are encouraged to explore new catalytic systems to achieve the remarkable process of hydroboration of alkynes.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Fernando Vidal, Sevven Smith, Charlotte K. Williams
Summary: Boron-functionalized polymers have wide applications in opto-electronics, biology, and medicine. However, methods to produce boron-functionalized and degradable polyesters are rare. This study presents a controlled ring-opening copolymerization method to produce boron-functionalized polyesters. The resulting polymers have adjustable structures, molecular weights, and boron functionalities. The boronic ester-functionalized polymers are amorphous and have high glass transition temperatures and good thermal stability. The utility of this method is demonstrated by synthesizing fluorescent spherical nanoparticles. This versatile technology provides a platform for future explorations of degradable and functional polymers.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Atash V. V. Gurbanov, Abdallah G. G. Mahmoud, Vusala A. Aliyeva, M. Fatima C. Guedes Guedes da Silva, Armando J. L. Pombeiro
Summary: The reaction of 2-(2-(dicyanomethylene)hydrazineyl)benzoic acid (H2L1) with copper(II) acetate in the absence or presence of imidazole (im), 4,40-bipyridine (4,4'-bipy) or pyridine (py) leads to the formation of new complexes. The trinuclear Cu(II) complex [Cu(py)2{Cu(py)(m-L-2a)}2] (5) is obtained through a one-pot activation of nitrile groups. The catalytic activity of the complexes in the 1,3-dipolar azide-alkyne cycloaddition reaction was investigated.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Suhua Li, Gencheng Li, Bing Gao, Sidharam P. Pujari, Xiaoyan Chen, Hyunseok Kim, Feng Zhou, Liana M. Klivansky, Yi Liu, Hafedh Driss, Dong-Dong Liang, Jianmei Lu, Peng Wu, Han Zuilhof, John Moses, K. Barry Sharpless
Summary: SuFEx is a type of click chemistry that allows covalent linking of modular units through sulfur(vi) connective hubs, leading to the synthesis of structurally diverse copolymers with high efficiency and stable bonds. SuFEx click chemistry offers the potential for post-polymerization modification, enabling the synthesis of materials with control over composition and conformation, making it a powerful tool in polymer chemistry.
Review
Materials Science, Multidisciplinary
Chirag R. Ratwani, Ali Reza Kamali, Amr M. Abdelkader
Summary: This review summarizes the recent advances in self-healing polymers based on reversible cycloaddition reactions, with a focus on the Diels-Alder (DA) reaction. The principles of the DA reaction and its application in polymers are introduced. The thermodynamics governing the rupture-repair process in self-healing polymers and the use of advanced spectroscopic techniques are discussed, along with their applicability in thermosets, epoxy resins, biopolymers, and polymer nanocomposites.
PROGRESS IN MATERIALS SCIENCE
(2023)
Article
Chemistry, Multidisciplinary
Kosuke Ito, Tsuyoshi Taniguchi, Tatsuya Nishimura, Katsuhiro Maeda
Summary: A substantially improved method for living polymerization of N-propargylamides and their derivatives has been developed using rhodium(I) complexes as initiators. The method enables the synthesis of cis-stereoregular polymers with a narrow molecular weight distribution and allows functionalization of polymer chain ends and synthesis of block copolymers.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Shubham Dutta, Akhila K. K. Sahoo
Summary: This paper describes a Pd-catalyzed three-component syn-1,2-arylmethylation method, which successfully synthesizes methyl-containing tetra-substituted olefins by using readily available and stable coupling partners iodo-arenes and methyl boronic acid. The reaction shows a broad scope with excellent functional-group tolerance and exhibits remarkable regio- and stereoselectivity. Biologically relevant motifs (BRM) bearing iodo-arenes and ynamides are also used for late-stage syn-1,2-arylmethylation of alkynes. Additionally, aryl-alkylation, aryl-trideuteriomethylation, alkynyl-methylation, and alkenyl-methylation of ynamides are presented, leading to the synthesis of synthetically important beta-amino-indenones and alpha-fluoro-alpha '-methyl ketones.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Guolin Wu, Yuan Yao, Gen Li, Xue Zhang, Hui Qian, Shengming Ma
Summary: This study developed a catalytic recipe of copper halides to address the issues of side reactions and selectivity in the 1,5-H transfer of alka-1,4-diyn-3-yl amines, providing various allenynes with excellent enantioselectivities. The method was successfully applied to the first highly enantioselective total synthesis of the natural product scorodonin. Mechanistic studies and DFT calculations elucidated the regioselectivity for the observed 1,5-H transfer.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Polymer Science
Jinkang Dou, Minghui Xu, Bojun Tan, Hongchang Mo, Xianming Lu, Bozhou Wang, Ning Liu
Summary: Nitrile N-oxide-based click ligation is a promising technique for polymer crosslinking due to its catalyst-free and byproduct-free reactions. In this study, methyl groups were introduced to enhance the stability and reactivity of phenyl nitrile N-oxides. Novel aromatic nitrile N-oxides were synthesized and used as efficient reagents for catalyst-free crosslinking of natural rubber, resulting in elastomers with good mechanical properties.
Article
Chemistry, Applied
Siraprapa Somsri, Mohan Gopalakrishnan, Thanchanok Ratvijitvech, Thanapat Worakul, Panida Surawatanawong, Naoto Kuwamura, Takumi Konno, Bunyarat Rungtaweevoranit, Preeyanuch Sangtrirutnugul
Summary: The utilization of CO2 to produce value-added products is a promising strategy to reduce CO2 emissions. Nitrogen-rich porous polymers were prepared using copper-catalyzed azide-alkyne cycloaddition and Huisgen cycloaddition, exhibiting high copper loading ability and high CO2 selectivity.
REACTIVE & FUNCTIONAL POLYMERS
(2023)
