Article
Chemistry, Multidisciplinary
Akira Saito, Shinya Adachi, Naoya Kumagai, Masakatsu Shibasaki
Summary: The strategic use of a sterically demanding Ni-II pincer carbene complex has enabled high enantioselectivity in the direct catalytic asymmetric addition of acetonitrile to aldehydes, resulting in highly enantioenriched beta-hydroxynitriles. This highly atom-economical process offers a promising pathway for utilizing inexpensive acetonitrile as a C2 building block in practical synthetic toolbox for asymmetric catalysis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Hafsa Karroum, Sergey Chenakin, Sergei Alekseev, Viacheslav Iablokov, Yizhi Xiang, Vincent Dubois, Norbert Kruse
Summary: This study presents a one-step-one-pot synthesis of chain-lengthened aliphatic amines and nitriles using potassium-promoted Co/MnOx catalysts, showing that the reaction can be tuned by adjusting the H-2/CO ratio. Additionally, the addition of NH3 strongly favors the formation of chain-lengthened olefins over alkanes.
Article
Chemistry, Multidisciplinary
Timon Schoenauer, Sabrina L. J. Thomae, Leah Kaiser, Mirijam Zobel, Rhett Kempe
Summary: The development of C-N bond formation reactions is crucial in biology and chemistry, with recent progress in 3d metal catalysis showing unique selectivity patterns. By using a novel cobalt catalyst, a catalytic C-N bond formation reaction was successfully reported, utilizing abundant and low-cost starting materials for reductive alkylation.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Guofu Zhang, Huihui Miao, Chenfei Guan, Chengrong Ding
Summary: The direct transformation of aryl carboxylic acids to aryl nitriles has been achieved through palladium-catalyzed decarbonylative cyanation without the use of a base. Successful analysis of the decarbonylative cyanation of drug molecules and gram-scale reactions validates the practicality and operability of this method.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Shi-Jun Li, Wei Fang, Jeremy O. Richardson, De-Cai Fang
Summary: Studies show that the low spin state of FeCl3/TEMPO is more favorable for hydrogen abstraction, with the N atom being the preferred hydrogen acceptor. It is discovered that dispersion interactions and nuclear tunneling can accelerate the reaction process.
CHEMICAL COMMUNICATIONS
(2022)
Article
Engineering, Environmental
Luyang Cai, Shuili Yu, Lei Li
Summary: This study investigates the mechanisms and yields of odorous disinfection by-products (O-DBPs) formation from leucine and its derivatives during chloramination. The results show that chloramination has its unique characteristics compared to chlorination, with leucine participating in the reaction with isovaleraldehyde to form N-chloroisovaleraldimine. The yields of O-DBPs from leucine and glycylleucine during chloramination are lower than those during chlorination. The production of isovaleronitrile and N-chloroisovaleraldimine is enhanced under alkaline conditions, while acidic conditions promote the formation of isovaleraldehyde. The study contributes to a better understanding of off-flavor issues in drinking water and provides insights for controlling odorous problems in water treatment plants.
Article
Chemistry, Multidisciplinary
Xu He, Yi-Wen Zheng, Bin Chen, Ke Feng, Chen-Ho Tung, Li-Zhu Wu
Summary: A green synthesis method has been developed for the formation of nitriles from aldehydes and ammonium salts using visible light irradiation. The reaction involves imine formation and photocatalytic oxidation of the imine to a nitrile, under extremely mild conditions, resulting in excellent yields.
SCIENCE CHINA-CHEMISTRY
(2023)
Article
Chemistry, Physical
Liuming Pan, Wenqian Fu, Lei Zhang, Siming Wang, Tiandi Tang
Summary: Developing environmentally friendly catalysts with high activity for the ammoxidation of aromatic aldehydes to aromatic nitriles is crucial for industrial transformation. In this study, cobalt- and nitrogen-doped carbon catalysts were prepared using natural vitamin B12 as a carbon source, and Co@NC-800 exhibited superior catalytic performance due to the interaction between highly dispersed cobalt species and benzaldehyde. The activated benzaldehyde reacted with amino groups from ammonium carbonate and underwent a dehydration process to form nitriles.
MOLECULAR CATALYSIS
(2022)
Article
Chemistry, Organic
Kazuma Matsunaga, Ryusei Endo, Kokoro Nagasawa, Atsushi Kishida, Kazuhiko Takatori
Summary: This article describes a method for synthesizing succinonitrile derivatives bearing alkyl or aryl substituents using low-valent titanium.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biotechnology & Applied Microbiology
Xiaolin Pei, Qinjie Xiao, Yumin Feng, Li Chen, Fengling Yang, Qiuyan Wang, Nanxing Li, Anming Wang
Summary: This study developed a chemoenzymatic strategy for synthesizing nitriles from natural aldehydes. A non-classical aldoxime dehydratase (OxdAsp) was discovered, which can catalyze the dehydration of aldoximes to nitriles under mild conditions. The catalytic mechanism of OxdAsp was proposed based on mutagenesis studies of key residues. Recombinant OxdAsp showed efficient dehydrating activity in aqueous media and could be used to produce fragrance ingredients for food and cosmetics.
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY
(2023)
Article
Chemistry, Physical
Tianyou Chen, Wei Xiao, Zihao Wang, Pengfei Gan, Changfeng Yi, Zushun Xu
Summary: The study introduces a modular strategy for constructing polymer-supported Cu/TEMPO catalytic systems utilizing hydrophobic interactions and aromatic stacking interactions. Strong aromatic stacking interactions and the use of pyrene-containing polymers are found to be crucial for enhancing cooperativity in the catalytic systems.
JOURNAL OF PHYSICAL CHEMISTRY C
(2022)
Article
Electrochemistry
Xin Liu, Xin Yin, Wenliang Wu, Yuanbin She, Qian Zhao, Chuanye Zhang, Meichao Li, Zhenlu Shen
Summary: A facile and efficient method for the direct electrochemical oxidation of 2H-indazoles to achieve C-3 phosphorylation using trialkyl phosphites as phosphorylation reagents has been developed. The reactions can be carried out under simple and mild conditions without the need for metal salts or additional oxidants. The yield of the desired phosphorylated products can reach up to 84%, and a plausible mechanistic proposal involving a radical pathway has been established based on experimental results.
JOURNAL OF THE ELECTROCHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Kenneth M. Doll, Steven C. Cermak
Summary: A new electrochemical catalyst has been synthesized using an analog of TEMPO and undecenoic acid. This catalyst shows higher selectivity and reaction rates, indicating its potential for synthesizing high biobased content electroactive materials.
Article
Materials Science, Multidisciplinary
M. Shashank, H. S. Bhojya Naik, J. Shashikanth, Aatika Nizam, G. Nagaraju
Summary: The research focuses on the use of zirconium phosphate nanoparticles for photocatalytic degradation of dyes, showing higher efficiency in basic conditions. Additionally, zirconium phosphate is also used as a catalyst for the nitration of aldehydes in different solvents.
BULLETIN OF MATERIALS SCIENCE
(2021)
Article
Chemistry, Organic
Guilherme Cariello Silva, Gabriela F. P. de Souza, Airton G. Salles
Summary: A redox-neutral C-H functionalisation in water using catalytic TEMPO to synthesize aminomethyl-substituted pyrroles is described. Starting from cheap and commercial chemical feedstocks (ketoesters and anilines), our method delivers targeted products in good yields and represents an effort to address redox economy in radical transformations.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
