Article
Chemistry, Multidisciplinary
Thomas A. R. Horton, Meng Wang, Michael P. Shaver
Summary: This paper shows that the reactivity of frustrated Lewis pairs (FLPs) can be transferred to a polymeric system, allowing for controlled CO2/cyclic ether coupling catalysis and repeated usage, increasing its applicability in various chemical transformations.
Article
Chemistry, Multidisciplinary
Avishek Guin, Subrata Bhattacharjee, Akkattu T. Biju
Summary: This study demonstrates the direct C2-functionalization of pyridines through a transition-metal-free protocol using aryne multicomponent coupling. The reaction allows for the synthesis of C2-substituted pyridine derivatives bearing the -CF3 group in good yields, with activated keto esters also being employed as third components in the formal 1,2-di(hetero)arylation of ketones. Performing the reaction under dilute conditions inhibits the competing pyridine-aryne polymerization pathway, leading to the desired products.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Chengying Guo, Wei Zhou, Xianen Lan, Yuting Wang, Tieliang Li, Shuhe Han, Yifu Yu, Bin Zhang
Summary: This study reports an electrochemical process for converting formic acid and nitrite into formamide with high selectivity under ambient conditions. Isotope-labeled experiments reveal the key bond formation process. This work is significant for upgrading CO2-derived formic acid into high-value compounds.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Polymer Science
Jixiang Ni, Matteo Lanzi, David H. Lamparelli, Arjan W. Kleij
Summary: A series of bicyclic carbonates with different functionalities have been prepared through various chemical reactions, which can be polymerized to obtain polycarbonates with diverse properties. This method provides an effective approach to synthesize functional polymer materials.
Article
Multidisciplinary Sciences
Qing Zhao, John Mark P. Martirez, Emily A. Carter
Summary: This study investigates the mechanism of copper (Cu) in CO2RR electrocatalysis through quantum mechanical calculations and reveals the importance of hydrogenated CO species as precursors for C-C bond formation. These findings contribute to the rational design of efficient and selective CO2RR electrocatalysts.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
(2022)
Article
Chemistry, Multidisciplinary
Sanjeev Kumar, Ajay K. Singh
Summary: In the past few decades, various strategies have been developed for the synthesis of cross-electrophile coupling products through the activation of C(sp(3))-O bonds. However, the use of expensive catalysts, stoichiometric oxidants or reductants, and the low gas-liquid reaction surface-to-volume ratio pose significant challenges in this field.
Review
Chemistry, Applied
Lu Wang, Chaorong Qi, Wenfang Xiong, Huanfeng Jiang
Summary: Carbon dioxide (CO2) is not only the main greenhouse gas but also an ideal C1 feedstock in organic synthesis. The synthesis of organic carbamates using CO2 as a phosgene alternative has received extensive attention. This review summarizes the recent advances in the synthesis of organic carbamates from CO2 using different multicomponent reaction strategies and presents future perspectives and challenges.
CHINESE JOURNAL OF CATALYSIS
(2022)
Review
Chemistry, Physical
Alexey V. V. Salin, Andrey A. A. Shabanov
Summary: Tertiary phosphines are powerful organocatalysts for the Michael reaction, which is a highly important atom-economical method for carbon-carbon and carbon-heteroatom bond construction. Under neutral and metal-free conditions, a wide range of Michael acceptors and donors can be coupled together using tertiary phosphines, leading to the synthesis of densely functionalized molecules. This review focuses on the role of phosphine-catalyzed Michael reactions in cutting-edge areas such as asymmetric synthesis, natural products synthesis, drug design, and polymer material science. The review is organized according to the type of Michael acceptor and donor used in the reaction, and also discusses the kinetic and mechanistic issues when possible.
CATALYSIS REVIEWS-SCIENCE AND ENGINEERING
(2023)
Editorial Material
Chemistry, Multidisciplinary
Hiroki Hayashi, Hideaki Takano, Hitomi Katsuyama, Yu Harabuchi, Satoshi Maeda, Tsuyoshi Mita
Summary: The cover features Satoshi Maeda, Tsuyoshi Mita, and their colleagues from ICReDD at Hokkaido University, showcasing an Artificial Force Induced Reaction (AFIR) conducted on a supercomputer that predicts a new chemical transformation and its application.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Hiroki Hayashi, Hideaki Takano, Hitomi Katsuyama, Yu Harabuchi, Satoshi Maeda, Tsuyoshi Mita
Summary: A three-component reaction for the synthesis of difluoroglycine derivatives was achieved by using amines, in situ generated difluorocarbene, and inexpensive CO2 as the C-1 source. Computational analysis provided detailed reaction profiles of the 3CR, revealing the unsuitability of simple ammonia for this reaction. A new reagent capable of generating difluorocarbene at 0 degrees C without any additives was discovered. Additionally, radical substitution reactions and synthetic applications as an N-heterocyclic carbene ligand were demonstrated for the obtained difluoroglycine derivatives under photoredox conditions.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Yajuan Zhang, Jie Dong, Yu Lei, Lingli Zong, Ke Zhang, Yimin Hu
Summary: Highly regioselective ferrocenyl cyclohexene/cyclopentene isomerization is achieved through hexadehydro-Diels-Alder (HDDA) benzyne transfer coupling. The reaction proceeds under mild conditions without a catalyst, with tetraynes forming aryne intermediates that are then trapped by ferrocene-tethered cyclohexene/cyclopentene. Density functional theory (DFT) calculations reveal that the key step in the process is the Alder-ene reaction, which allows for the synthesis of functionalized ferrocene derivatives with high regioselectivity and excellent yields. This study expands the coupling reaction between arynes and cyclic alkenes, providing an innovative approach for the synthesis of ferrocene derivatives.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Physical
Minchen Du, Yanyan Gong, Chao Bu, Jia Hu, Yongxing Zhang, Cheng Chen, Somboon Chaemchuen, Ye Yuan, Francis Verpoort
Summary: A catalytic system using AgNO3/ionic liquid was developed for the simultaneous synthesis of oxazolidinones and α-hydroxyl ketones with excellent catalytic activity and recyclability. Mechanistic investigations revealed the derivative active species of N-heterocyclic carbene silver complexes and CO2 adducts, which were beneficial for the catalytic activity in the reaction.
JOURNAL OF CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Jijun Xie, Fei Chen, Min Li, Ning Liu
Summary: A new family of [ONSN]-type chromium complexes with hybrid coordination site (O, N, S) has been developed for the coupling of epoxides with CO2. The catalytic system shows high activity for the cycloaddition of various epoxides with CO2. By switching the catalyst system and adjusting reaction conditions, selective synthesis of poly(cyclohexene carbonate) can be achieved.
JOURNAL OF CO2 UTILIZATION
(2022)
Article
Chemistry, Multidisciplinary
Lingting Ye, Zhibo Shang, Kui Xie
Summary: This study demonstrates a novel method for the selective conversion of methane to ethylene in a solid oxide electrolyser with high selectivity and stability, showing promising potential applications in the chemical field.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
David Augros, Corinne Comoy, Yves Fort, Frederic R. Leroux, Armen Panossian
Summary: This study investigates the challenging atropo-enantioselective coupling of in-situ generated arynes and aryllithiums in the presence of a chiral ligand of lithium for the first time. It demonstrates the feasibility of this concept, by affording enantioenriched axially chiral biaryls even in the case of products showing a high degree of steric congestion around the newly created aryl-aryl bond.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Swapan Majumdar, Ankita Chakraborty, Subrata Bhattacharjee, Sudipto Debnath, Dilip K. Maiti
TETRAHEDRON LETTERS
(2016)
Article
Chemistry, Organic
Rahul N. Gaykar, Subrata Bhattacharjee, Akkattu T. Biju
Article
Chemistry, Organic
Subrata Bhattacharjee, Avishek Guin, Rahul N. Gaykar, Akkattu T. Biju
Article
Chemistry, Multidisciplinary
Tony Roy, Anu Jacob, Subrata Bhattacharjee, Akkattu T. Biju
CHEMISTRY-AN ASIAN JOURNAL
(2019)
Article
Chemistry, Organic
Avishek Guin, Rahul N. Gaykar, Subrata Bhattacharjee, Akkattu T. Biju
JOURNAL OF ORGANIC CHEMISTRY
(2019)
Article
Chemistry, Organic
Rahul N. Gaykar, Avishek Guin, Subrata Bhattacharjee, Akkattu T. Biju
Article
Chemistry, Organic
Rahul N. Gaykar, Malini George, Avishek Guin, Subrata Bhattacharjee, Akkattu T. Biju
Summary: This study presents an oxa-[2,3] sigmatropic rearrangement involving arynes, with the reversal of the C=O bond polarity in ketones. The in situ-generated sulfur ylides from beta-keto thioethers and arynes undergo efficient rearrangement to synthesize functionalized enol ethers with high yields and excellent functional group compatibility. Preliminary mechanistic studies suggest that a Pummerer-type rearrangement is not operating in this case.
Article
Chemistry, Multidisciplinary
Avishek Guin, Subrata Bhattacharjee, Akkattu T. Biju
Summary: This study demonstrates the direct C2-functionalization of pyridines through a transition-metal-free protocol using aryne multicomponent coupling. The reaction allows for the synthesis of C2-substituted pyridine derivatives bearing the -CF3 group in good yields, with activated keto esters also being employed as third components in the formal 1,2-di(hetero)arylation of ketones. Performing the reaction under dilute conditions inhibits the competing pyridine-aryne polymerization pathway, leading to the desired products.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Subrata Bhattacharjee, Shiksha Deswal, Niket Manoj, Garima Jindal, Akkattu T. Biju
Summary: This study demonstrates a facile synthesis of biologically important S-aryl dithiocarbamates through aryne three-component coupling, and presents preliminary mechanistic experiments. Additionally, a unique four-component coupling reaction was observed.
Article
Chemistry, Organic
Rahul N. Gaykar, Shiksha Deswal, Avishek Guin, Subrata Bhattacharjee, Akkattu T. Biju
Summary: This study demonstrates the synthesis of 2,4,5-trisubstituted oxazoles through a transition-metal-free chemical reaction under mild conditions. The desired products were obtained through a series of reaction steps.
Article
Chemistry, Multidisciplinary
Anjali Raju, Jyothish Kuthanapillil, Manoj Mathews, Doddamane S. Shankar S. Rao, Jijo J. J. Vallooran, George John
Summary: In this study, we synthesized and self-assembled a new class of amphiphilic azo dyes derived from cardanol, a plant-based phenol. Analysis of their self-assembly revealed intriguing nanostructures including bicelles, microgel-like structures, and smectic-type thermotropic mesophases.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Subrata Bhattacharjee, Avishek Guin, Rahul N. Gaykar, Akkattu T. Biju
Article
Chemistry, Multidisciplinary
Tony Roy, Rahul N. Gaykar, Subrata Bhattacharjee, Akkattu T. Biju
CHEMICAL COMMUNICATIONS
(2019)