Article
Chemistry, Multidisciplinary
Xiang Cheng, Chong Shen, Xiu-Qin Dong, Chun-Jiang Wang
Summary: This article presents an unprecedented enantioselective allylic alkylation method, which was rationally designed and developed to synthesize various chiral amino acid derivatives. Control experiments demonstrated that this transformation proceeds in a sequential manner with quasi-dynamic kinetic resolution of the initially-formed monoallylation intermediates.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Pengpeng Zhang, Jin Wang, Zoe R. Robertson, Timothy R. Newhouse
Summary: This report presents a general, mild, and effective nickel-catalyzed benzylic allylation and benzylation of various heterocyclic aromatic compounds, with exquisite selectivity for the benzylic sites at the 2-position. The method shows promise for the synthesis of complex molecules and library diversification in drug discovery.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Jinshan Li, Wenxue Xi, Rong Zhong, Jianguo Yang, Lei Wang, Hanfeng Ding, Zhiming Wang
Summary: A novel method catalyzed by HFIP for the synthesis of various α,α-difluoroketones has been developed, which are important intermediates in medicinal and organic chemistry. Moreover, this method can also be applied in the late-stage dehydroxydifluoroalkylation of compounds.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Rui Umeda, Shiori Shimaoka, Shintaro Mori, Tsubasa Takagishi, Yutaka Nishiyama
Summary: When aliphatic amines were reacted with allylic alcohols in the presence of a rhenium catalyst, efficient N-allylation of aliphatic amines occurred, providing the corresponding N-allyl substituted amines in moderate to good yields. Similarly, the N-benzylation of an amine with benzylic alcohols could proceed in the presence of the rhenium catalyst.
TETRAHEDRON LETTERS
(2023)
Article
Chemistry, Applied
Bouchaib Mouhsine, Abdallah Karim, Clement Dumont, Isabelle Suisse, Mathieu Sauthier
Summary: A clean method has been developed for the a-allylation of phenyl and alpha alkyl phenyl acetonitrile with allylic alcohols, catalyzed by nickel complexes in situ at 80 degrees C in methanol. The protocol, which only yields water as a side-product, can synthesize many allylic nitriles with good yields.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Youbin Peng, Xiaohong Huo, Yicong Luo, Liang Wu, Wanbin Zhang
Summary: This study presents an enantio- and diastereodivergent synthesis of rigid spirocycles through dual-metal catalysis, offering a promising approach for the development of new N-olefin ligands. Preliminary mechanistic studies were conducted to understand the bimetallic catalysis process.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Tyler P. Pabst, Linda Quach, Kaitlyn T. MacMillan, Paul J. Chirik
Summary: This study reported synthetic and mechanistic investigations into the C(sp(2))-H borylation of various electronically diverse arenes catalyzed by bis(phosphine)pyridine ( IPr PNP) cobalt complexes. The research found that kinetic control of B-H and C(sp(2)-H) oxidative addition can result in para-to-ester and para-to-boronate ester selectivity, overriding previous ortho-to-fluorine regioselectivity. This demonstrates that subtle changes in the relative rates of individual steps of the catalytic cycle can enable unique and switchable site selectivities.
Article
Chemistry, Organic
Siva Murru, Bhanudas D. Mokar, Ramesh Bista, Dominique Harakat, Jean Le Bras, Frank Fronczek, Kenneth M. Nicholas, Radhey S. Srivastava
Summary: The first copper-catalyzed asymmetric allylic C-H amination of alkenes using N-arylhydroxylamines as aminating agents was disclosed. Enantioselective C-N bond formation reactions were promoted with Cu(MeCN)(4)PF6 as a pre-catalyst and R-(+)-BINAM as a chiral ligand, delivering chiral N-aryl allylamines in good yields and enantioselectivities. The catalytic approach features operational simplicity, high product yields with good enantioselectivity, and no byproducts except for water.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Engineering, Environmental
Lisha Xie, Xiaoyu Deng, Chengbo Li, Yuying Cui, Zhiyuan Cao, Aili Wang, Shurong Wang, Yuanming Chen, Zhi Wang, Yaqing Liu, Qinye Bao, Liming Ding, Feng Hao
Summary: This research utilized 5-(ethylthio)-1H-tetrazole (ETT) to improve the quality of perovskite films, resulting in increased power conversion efficiency and enhanced moisture stability in metal hybrid perovskite solar cells (PSCs).
CHEMICAL ENGINEERING JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Bram B. C. Peters, Jia Zheng, Suppachai Krajangsri, Pher G. Andersson
Summary: This study reveals a novel reactivity of Crabtree-type complexes in the Ir-N,P-catalyzed hydrogenation of enones by adding benzamide and developing a reactive catalyst, resulting in a highly stereoselective reduction of enones.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Yang Wang, Mo Yang, Yuan-Yuan Sun, Zheng-Guang Wu, Hong Dai, Shuhua Li
Summary: In this study, the first intramolecular C-N bond formation of phenylpropanamide derivatives via organocatalytic oxidative reactions was reported, yielding 3,3-disubstituted oxindole derivatives with up to 99% yield. The high efficiency of this reaction is demonstrated by the ability to perform the reaction on a gram scale under transition metal-free mild conditions. Additionally, DFT calculation of the catalytic oxidative transformation pathway was also studied.
Article
Chemistry, Physical
Joshua A. Clarke, Georgii Nikonov
Summary: A highly selective catalytic reduction of tertiary amides to aldehydes has been reported. The catalytic system KOtBu/(EtO)(2)MeSiH showed high activity in converting tertiary amides to silylated hemiaminals, which can be further converted to aldehydes under mild conditions. The reaction is compatible with various functional groups, but poorly tolerated easily reducible functional groups such as esters, ketones, and aldehydes. This transition metal-free strategy provides a cheap and readily available method for the efficient reduction of tertiary amides to aldehydes.
Article
Chemistry, Multidisciplinary
Longfei Zhu, Sen Ye, Jiazheng Zhu, Chengjie Duan, Kun Li, Guangke He, Xiang Liu
Summary: The study successfully prepared Ni-TA/HAP catalyst, exhibiting excellent activity and selectivity for efficient hydrogenation of phenolic compounds to cyclohexanols and controlled partial hydrogenation of N-heteroarenes. The addition of tartaric acid promoted better dispersion of Ni species and inhibited aggregation, with optimal TA dosage and low Ni loading constructing a favorable microstructure for the well-dispersed Ni nanoparticles as the catalytic center, enhancing hydrogenation through small-sized Ni nanoparticles with high H-2 activation ability and HAP with base and acid sites for phenol absorption.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2022)
Article
Chemistry, Organic
Aymen Skhiri, Haruki Nagae, Hayato Tsurugi, Masahiko Seki, Kazushi Mashima
Summary: The allylic C-H acyloxylation of terminal alkenes with 4-nitrobenzoic acid was efficiently assisted by a bidentate-sulfoxide-ligated palladium catalyst combined with 1,4-benzoquinone and Ag2CO3 under mild reaction conditions. The catalytic system exhibited high branch selectivity and a wide substrate scope, leading to the synthesis of a useful intermediate for (R)-alpha-lipoic acid.
Article
Chemistry, Organic
Bouchaib Mouhsine, Abdallah Karim, Clement Dumont, Anthony Saint Pol, Isabelle Suisse, Mathieu Sauthier
Summary: A simple salt-free and selective N-allylation reaction of indoles with allylic alcohols has been developed using a catalytic amount of a nickel complex generated in situ from Ni(cod)(2) and dppf as diphosphine. The regioselectivity of the reaction is controlled by using DMSO as the reaction solvent, exclusively forming the N-allyl product among up to three possible products.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)