3261-60-7Relevant academic research and scientific papers
A Carbazolyl Porphyrin-Based Conjugated Microporous Polymer for Metal-Free Photocatalytic Aerobic Oxidation Reactions
Jiang, Jun,Liang, Zhongxiu,Xiong, Xiaoyan,Zhou, Xiantai,Ji, Hongbing
, p. 3523 - 3529 (2020)
Herein, a carbazolyl porphyrin-based π-conjugated microporous polymer was prepared via simple FeCl3-catalyzed oxidative polymerization. The resulting polymer (TCPP-CMP) exhibits high surface area, permanent pores, good stability, broad light absorption range and suitable redox potentials. As expected, TCPP-CMP is a highly effective metal-free and heterogeneous photocatalyst for a variety of aerobic oxidation reactions, including oxidative coupling of primary amines, oxidative dehydrogenation of secondary amines, and oxidation of sulfides into sulfoxides using molecular oxygen under visible light irradiation. Importantly, natural sunlight is able to promote the aerobic oxidation of benzylamine and thioanisole via TCPP-CMP photocatalyst with high conversion and selectivity, which are comparable with reactions conducted under artificial light. In addition, heterogeneous TCPP-CMP has good recyclability, which retained its activity even after four cycles. The current work lays the foundation for future applications of TCPP-CMP as metal-free heterogeneous photocatalyst for aerobic oxidation reactions.
Half-Sandwich Ruthenium Complexes Bearing Hemilabile κ2-(C,S)?Thioether-Functionalized NHC Ligands: Application to Amide Synthesis from Alcohol and Amine
Achard, Thierry,Bellemin-Laponnaz, Stéphane,Chen, Weighang,Egly, Julien,Maisse-Fran?ois, Aline
supporting information, (2022/01/20)
Amide synthesis is one of the most crucial transformations in chemistry and biology. Among various catalytic systems, N-heterocyclic carbene (NHC)-based ruthenium (Ru) catalyst systems have been proven to be active for direct synthesis of amides by sustainable acceptorless dehydrogenative Coupling of primary alcohols with amines. Most often, these catalytic systems usually use monodentate NHC and thus require an additional ligand to obtain high reactivity and selectivity. In this work, a series of cationic Ru(II)(η6-p-cymene) complexes with thioether-functionalized N-heterocyclic carbene ligands (imidazole and benzimidazole-based) have been prepared and fully characterized. These complexes have then been used in the amidation reaction and the most promising one (i. e. 3 c) has been applied on a large range of substrates. High conversions albeit with moderate yields have generally been obtained.
Cyclometalated Half-Sandwich Iridium(III) Complexes: Synthesis, Structure, and Diverse Catalytic Activity in Imine Synthesis Using Air as the Oxidant
Li, Rong-Jian,Ling, Chun,Lv, Wen-Rui,Deng, Wei,Yao, Zi-Jian
, p. 5153 - 5162 (2021/05/04)
Four air-stable cyclometalated half-sandwich iridium complexes 1-4 with C,N-donor Schiff base ligands were prepared through C-H activation in moderate-to-good yields. These complexes have been well characterized, and their exact structure was elaborated on by single-crystal X-ray analysis. The iridium(III) complexes 1-4 showed good catalytic activity in the imine synthesis under open-flask conditions (air as the oxidant) from primary amine oxidative homocoupling, secondary amine dehydrogenation, and the cross-coupling reaction of amine and alcohol. Substituents bonded on the ligands of the iridium complexes displayed little effect on the catalytic efficiency. The stability and good catalytic efficiency of the iridium catalysts, mild reaction conditions, and substrate universality showed their potential application in industrial production.
Photocatalytic carbon dioxide reduction coupled with benzylamine oxidation over Zn-Bi2WO6microflowers
Tan, Dongxing,Cheng, Xiuyan,Zhang, Jianling,Sha, Yufei,Shen, Xiaojun,Su, Zhuizhui,Han, Buxing,Zheng, Lirong
, p. 2913 - 2917 (2021/05/07)
Using solar energy to realize CO2reduction and benzylamine oxidation is of great importance. Here, we design Zn-Bi2WO6microflowers catalyst, which can simultaneously reduce CO2to CO and oxidize benzylamine toN-benzylbenzaldimine with high activities and selectivities in a simple photocatalytic system.
Deaminative Olefination of Methyl N-Heteroarenes by an Amine Oxidase Inspired Catalyst
Thorve, Pradip Ramdas,Maji, Biplab
supporting information, p. 542 - 547 (2021/01/26)
We explored the bioinspired o-quinone cofactor catalyzed aerobic primary amine dehydrogenation for a cascade olefination reaction with nine different methyl N-heteroarenes, including pyrimidines, pyrazines, pyridines, quinolines, quinoxolines, benzimidazoles, benzoxazoles, benzthiazoles, and triazines. An o-quinone catalyst phd (1,10-phenanthroline-5,6-dione) combined with a Br?nsted acid catalyzed the reaction. N-Heteroaryl stilbenoids were synthesized in high yields and (E)-selectivities under mild conditions using oxygen (1 atm) as the sole oxidant without needing transition-metal salt, ligand, stoichiometric base, or oxidant.
Base-Mediated Generation of Ketenimines from Ynamides: [3+2] Annulation with Azaallyl Anions
D'Hollander, Agathe C. A.,Romero, Eugénie,Vijayakumar, Kamsana,Le Houérou, Camille,Retailleau, Pascal,Dodd, Robert H.,Iorga, Bogdan I.,Cariou, Kevin
supporting information, p. 2903 - 2908 (2021/04/21)
Under basic conditions and heat, ynamides can serve as precursors to ketenimines, whose synthetic potential is often hampered by their difficulty of access. Herein, we report that they can undergo a [3+2] cycloaddition with 2-azaallyl anions, obtained from benzylimines under the same reaction conditions. This reaction between two highly reactive intermediates, both generated in situ from bench stable starting materials, gives access to various nitrogen-rich heterocycles. The reaction usually proceeds with excellent diastereoselectivity, in favor of the cis adduct. Deuteration experiments and DFT calculations helped rationalize the regio- and stereoselectivity of the process as well as the formation of side products. (Figure presented.).
Sulfur-stabilised copper nanoparticles for the aerobic oxidation of amines to imines under ambient conditions
Martín-García, Iris,Díaz-Reyes, Gloria,Sloan, George,Moglie, Yanina,Alonso, Francisco
supporting information, p. 11312 - 11322 (2021/05/19)
The stabilisation of metal nanoparticles and control of their oxidation state are crucial factors in nanocatalysis. Elemental sulfur has been found to be a cheap and effective stabilising agent for copper nanoparticles in the form of copper(i) oxide. The
Thiazolo[5,4-d]thiazole-Based Donor–Acceptor Covalent Organic Framework for Sunlight-Driven Hydrogen Evolution
Li, Wenqian,Huang, Xiaofeng,Zeng, Tengwu,Liu, Yahu A.,Hu, Weibo,Yang, Hui,Zhang, Yue-Biao,Wen, Ke
supporting information, p. 1869 - 1874 (2020/12/30)
2D covalent organic frameworks (COFs) could have well-defined arrangements of photo- and electro-active units that serve as electron or hole transport channels for solar energy harvesting and conversion, but their insufficient charge transfer and rapid ch
Ball-Milling Induced Debonding of Surface Atoms from Metal Bulk for Construing High-Performance Dual-Site Single-Atom Catalysts
Liu, Bo,Pan, Jing,Shi, Weidong,Song, Shuyan,Wang, Huilin,Wang, Xiao,Xu, Jing,Zhang, Hongjie,Zhang, Lingling,Zhao, Meng
supporting information, p. 23154 - 23158 (2021/09/15)
One of the most pressing challenges in single-atom catalysis is the manipulation of the coordination environment of central metals to maximize the catalyst performance. Herein, we fabricated a high-performance catalyst (Co-SNC) by introducing S into the n
Visible-light-responsive lanthanide coordination polymers for highly efficient photocatalytic aerobic oxidation of amines and thiols
An, Shuyi,Che, Yan,Chen, Peng,Guo, Zhifen,Liu, Xin,Xing, Hongzhu
, p. 15767 - 15775 (2021/09/22)
Development of visible-light-induced photocatalytic reactions using molecular oxygen as the terminal oxidant is intriguing in view of the current environmental and energy issues. We report herein the synthesis and characterization of a series of novel pho
