Article
Chemistry, Applied
Enzo Nobile, Jean-Pierre Hebert, Thomas Castanheiro, Alain Ledoux, Tatiana Besset
Summary: An easy-to-handle protocol for synthesizing an efficient electrophilic (phenylsulfonyl)difluoromethylating reagent is described. The synthesized reagent is stable and safe for laboratory use, and a small library of electrophilic sources with varying counter anions is now available.
ORGANIC PROCESS RESEARCH & DEVELOPMENT
(2022)
Article
Chemistry, Multidisciplinary
John Douglas Johnson, Charles Reece Teeples, Nicholas Rajai Akkawi, Sidney M. Wilkerson-Hill
Summary: In this study, a new platform for transferring 1,1-dialkylcarbene units to olefins using carbometalation reactions was introduced. By reacting dialkyl sulfones with styrenes and arylbutadienes, 1,1-dialkylcyclopropanes were synthesized successfully. The potential of this method was showcased through various examples.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Ya Dong, Ruining Li, Junliang Zhou, Zhankui Sun
Summary: This photocatalytic oxidative radical addition reaction utilizes a desulfurization process to generate electrophilic radicals, which add to alpha-halogenated alkenes and undergo further oxidation to deliver unsymmetrical 1,4-dicarbonyl compounds. This mild and highly efficient method provides a valuable alternative to known strategies.
Article
Chemistry, Applied
Dmitry I. Bugaenko, Alexander V. Karchava
Summary: This study presents a simple and efficient method for the preparation of highly substituted tertiary arylphosphines. The method involves the arylation of tertiary aryl and alkyl phosphines with aryl(mesityl)iodonium triflates under blue light irradiation, followed by a retro-Michael reaction initiated by DBU. The method is mild, transition-metal-free, and shows high selectivity, broad functional group compatibility, as well as scalability and applicability to substrates with different electronic and steric nature.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Dawod Yousif, Luca Vaghi, Constantin G. Daniliuc, Riccardo Po, Antonio Papagni, Fabio Rizzo
Summary: The regioselective nitration of 9,9'-spirobifluorene under mild conditions is reported for the first time using Menke's and Crivello's conditions. The optimized protocol yields 2-nitro and 2,2'-dinitro-9,9'-spirobifluorene in 79% and 95% yield, respectively, and for the first time, 2,2',7-trinitro-9,9'-spirobifluorene with a yield of 66%. Additionally, the role of dinitrate salt in Crivello's protocol has now been clarified, opening up new possibilities in the preparation of functional materials.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Mengjie Song, Qingyue Hu, Zheng-Yi Li, Xiaoqiang Sun, Ke Yang
Summary: The metal-free S-S bond exchange reaction of symmetrical disulfides catalyzed by NFSI is a novel and efficient approach to accessing important unsymmetrical disulfides. This strategy can also be applied in the late-stage functionalization of amino acids, drugs, and natural products. The broad substrate scope, good functional group tolerance, and easy accessibility of the catalyst make this strategy a green and practical complementary method for synthesizing various unsymmetrical disulfides.
CHINESE CHEMICAL LETTERS
(2022)
Article
Chemistry, Applied
Paula Casasus, Jordi Mestre, Miguel Bernus, Sergio Castillon, Omar Boutureira
Summary: Two saccharine-based electrophilic reagents have been developed for the direct introduction of SCH2CF3 and SCH2CF2H motifs via a C-S bond forming reaction. Large-scale preparation and reactivity performance have been examined, enabling access to a series of indoles through open-flask reactions. Sulfone and sulfoxide analogs (S(O)(n)CH2RF, n=1,2) are also accessible by sequential oxidation reactions.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Organic
Shengzu Duan, Yujin Zi, Ya Du, Jielun Cong, Xiaotong Sun, Hong Jing, Jingfeng Zhao, Wen Chen, Xiaodong Yang
Summary: A unique transition-metal-free radical thiolation of 2-azaallylanions has been developed. This robust protocol enables the mild and chemoselective coupling between 2-azaallylanions and thiosulfonates to access alpha-amino sulfides. Mechanistic studies provide significant evidence for this radical thiolation reaction.
Article
Chemistry, Organic
Yang Li, Yanan Wang, Zhegao Ye, Shangbiao Zhang, Xiaodong Ye, Zheliang Yuan
Summary: In this study, we designed and synthesized a new electrophilic trifluoromethylselenolation reagent, trifluoromethyl selenoxides, which were successfully applied to metal-free C-H trifluoromethylselenolation reactions of (hetero)arenes.
Article
Chemistry, Multidisciplinary
Long-Zhou Qin, Xin Yuan, Jie Liu, Meng-Yu Wu, Qi Sun, Xiu Duan, Xin-Peng Zhang, Jiang-Kai Qiu, Kai Guo
Summary: A novel method involving continuous flow for the selective alkynylation of cysteine-containing peptides and 1-thioglycoside residues was developed, characterized by mild conditions and high efficiency; the newly developed reagents reduced the cost and difficulty of synthesis, increasing the sustainability and economy of the reaction; good yields were obtained for a variety of materials within short residence times.
Article
Chemistry, Applied
Arianna Tota, Marco Colella, Claudia Carlucci, Andrea Aramini, Guy Clarkson, Leonardo Degennaro, James A. Bull, Renzo Luisi
Summary: A new method for synthesizing hydrazinium salts under mild and simple conditions, tolerant to other functional groups including bioactive molecules, was reported. Insights on the structure of hydrazinium salts were provided by X-ray analysis.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Alisa S. Sunagatullina, Andreas Hess, Alexander Kremsmair, Yifan Li, Yi-Hung Chen, Paul Knochel
Summary: We present a novel electrophilic amination method for primary, secondary, and tertiary alkyl, benzylic, and allylic zinc and magnesium organometallics using O-2,4,6-trimethylbenzoyl hydroxylamines (O-TBHAs) with yields ranging from 52-99%. These O-TBHAs exhibit excellent long-term stability and can be conveniently synthesized from various highly functionalized secondary amines through a three-step procedure. The amination reactions demonstrate remarkable chemoselectivity without the need for transition-metal catalysts, and are typically completed within 1-3 hours at 25 degrees Celsius. Furthermore, this electrophilic amination process enables the synthesis of enantioenriched tertiary amines (up to 88% ee) using optically enriched secondary alkylmagnesium reagents of the type s-AlkylMgCH(2)SiMe(3).
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Donghui Xing, Mengxia Feng, Yuzhen Zheng, Bin Huang, Huanfeng Jiang, Liangbin Huang
Summary: In this study, widely accessible 1,2,3-thiadiazoles were used to construct alkynyl sulfides. The reaction could be performed with or without a metal catalyst, and showed good efficiency in a variety of conditions. This method provides a practical and general strategy for the synthesis of alkynyl sulfides.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Phuong Dung Phan Thi, Tuan Anh Dang, Binh Duong Vu, Dinh Chau Phan
Summary: A simple and cost-effective method has been developed for the production of amantadine hydrochloride on a 250 g scale. The synthesis process involves two steps with an overall yield of 88%, and efforts were made to reduce the use of toxic reagents for environmental friendliness.
Article
Chemistry, Organic
Jiwei Wang, Xiang Cheng, Ye Liu, Jun Zhang
Summary: A variety of novel chiral and achiral 4,5-disubstituted 1-aryl-3-alkyl-imidazolium salts were synthesized through multicomponent reactions. Additionally, two novel unsymmetrical bulky cycloalkyl-based NHC-Pd complexes exhibited high catalytic activity in Suzuki-Miyaura and Negishi cross-coupling reactions.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Multidisciplinary Sciences
Satoshi Yamanaka, Yuto Horiuchi, Saya Matsuoka, Kohki Kido, Kohei Nishino, Mayaka Maeno, Norio Shibata, Hidetaka Kosako, Tatsuya Sawasaki
Summary: This article introduces a method based on AirID to identify drug-induced neo-substrates through proximity-dependent biotinylation. The study identifies several new CRBN substrates and demonstrates that this method can serve as a general strategy for studying drug-induced protein-protein interactions in cells.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Hiroto Uno, Koki Kawai, Taichi Araki, Motoo Shiro, Norio Shibata
Summary: Gem-difluoromethylene moieties are attractive in medicinal chemistry due to their ability to mimic other more ubiquitous functional groups. A novel asymmetric method for their construction was developed, allowing easy access to chiral 1,3-dioxanes that contain a tetrasubstituted difluoroalkyl stereogenic center. The gem-difluoro substitution pattern promotes the reaction, and various substrates were suitable for this method.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Kentaro Iwaki, Koki Maruno, Osamu Nagata, Norio Shibata
Summary: The trans-tetrafluoro-lambda 6-sulfanyl (SF4) unit is of medicinal interest due to its high electronegativity, lipophilicity, and unique hypervalent structure. Despite the difficulties in synthesis, the first synthesis of (ethynyl-trans-tetrafluoro-lambda 6-sulfanyl) pyridines and their use as versatile reagents for SF4-alkynylation to carbonyl compounds was reported. The addition reaction of t-ethynyl-SF4-pyridines to carbonyl groups in the presence of MeLi yielded pyridine-SF4-propargylic tertiary and secondary alcohols in high yields.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Kentaro Iwaki, Kazuhiro Tanagawa, Soichiro Mori, Koki Maruno, Yuji Sumii, Osamu Nagata, Norio Shibata
Summary: In this study, we reported a metal-free hydration reaction of pyridine-SF4-alkynes under acidic conditions, which synthesized pyridine-SF4-methyl ketones with yields ranging from 59% to 93%. We further demonstrated the synthetic applications of these compounds, including chlorination, NaBH4 reduction, Baeyer-Villiger oxidation, and the generation of enol triflates. These compounds show promise as useful building blocks in the synthesis of a wide range of SF4-containing drug candidates.
Article
Chemistry, Organic
Jun Zhou, Bingyao Jiang, Zhengyu Zhao, Norio Shibata
Summary: A potassium base-mediated defluoroetherification method for aryl and heteroaryl fluorides is reported, which efficiently and safely provides a wide variety of aryl ethers without the use of metal catalysts, specific ligands, and harsh conditions. This method can also be applied to the late-stage etherification of structurally complex fluorides and bioactive alcohols.
Article
Chemistry, Organic
Yuji Sumii, Hiroto Iwasaki, Yamato Fujihira, Elsayed M. Mahmoud, Hiroaki Adachi, Takumi Kagawa, Dominique Cahard, Norio Shibata
Summary: A protocol for the stereodivergent pentafluoroethylation of N-sulfinylimines has been developed using HFC-125 with KHMDS/triglyme. The presence or absence of triglyme enables the selective synthesis of both diastereomers of the pentafluoroethylated amines. This additive-controlled protocol offers a straightforward and cost-effective alternative to the previously reported base-controlled stereodivergent trifluoromethylation using potassium hexamethyldisilazide (KHMDS) versus P4-tBu.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Norio Shibata, Dominique Cahard
Summary: From 2000, our two research groups independently and simultaneously designed and developed a novel family of electrophilic fluorinating reagents based on the use of Cinchona alkaloids. The chiral N-fluoro ammonium salts demonstrated the highest efficiency compared to prior art in enantioselective electrophilic fluorination for a wide range of substrates. In this account, we tell our respective stories, how the same idea germinated in our laboratories, the characterization of the chiral reagents, the use in stoichiometric quantity then the development of a catalytic version, the application to the synthesis of chiral fluorinated molecules of pharmaceutical interest, and finally the exploitation of our reagents by other teams and for other applications.
Review
Chemistry, Multidisciplinary
Yuji Sumii, Norio Shibata
Summary: The trifluoromethyl group is a crucial component in drugs and polymers, making the development of trifluoromethylation reactions a significant area of research in organic chemistry. Various methods, including nucleophilic and electrophilic approaches, transition-metal catalysis, photocatalysis, and electrolytic reactions have been developed over the years. Microflow versions of these reactions have shown great potential for industrial applications due to their scalability, safety, and time efficiency. This review discusses the current state of microflow trifluoromethylation, focusing on different trifluoromethylation reagents and techniques such as continuous flow, flow photochemical, microfluidic electrochemical reactions, and large-scale microflow reactions.
Letter
Chemistry, Organic
Elsayed M. Mahmoud, Soichiro Mori, Yuji Sumii, Norio Shibata
Summary: The synthesis of acyl fluorides from carboxylic acids is achieved using Selectfluor mediated by elemental sulfur. A wide range of acyl fluorides can be accessed while avoiding the formation of acid anhydrides. F-19 NMR spectra indicate that the reactive species in this deoxyfluorination reaction are the in situ generated S-8-fluoro-sulfonium cation A and neutral S-8-difluoride A'.
Article
Multidisciplinary Sciences
Jun Zhou, Zhengyu Zhao, Norio Shibata
Summary: Defluorinative cross-coupling between amines and organic fluorides is achieved via a silylboronate-mediated strategy. This method enables the room-temperature cross-coupling of C-F and N-H bonds, avoiding the high energy barriers associated with thermally induced S(N)2 or S(N)1 amination. The selective activation of the C-F bond of organic fluorides by silylboronate is a significant advantage of this transformation.
NATURE COMMUNICATIONS
(2023)
Editorial Material
Chemistry, Multidisciplinary
Norio Shibata, Dinesh Talwar
Summary: The unique properties and applications of fluorine-containing molecules have had significant impact across different scientific fields, from small to large molecules. This special issue provides a comprehensive overview of the state-of-the-art in fluorine chemistry.
Article
Chemistry, Organic
Ya-Shi Zhao, Yuan-Qing Gu, Dan-Dan Zhang, Mei-Feng Ruan, Guo-Kai Liu
Summary: A mild and elegant multicomponent protocol for constructing CF(2)H-containing carbazoles was developed using visible-light photoredox catalysis. This single-step reaction delivers a wide variety of structurally diverse difluoroalkylated carbazoles in moderate to good yields. The reaction features mild conditions, synthetic simplicity, broad substrate scope, and good functional group tolerance.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Cheng-Yu Wang, Yu-Ling Huang, Wei-Cheng Xu, Qian Gao, Peng Liu, Yu-Xiang Bi, Guo-Kai Liu, Xi-Sheng Wang
Summary: A new method utilizing nickel catalysis has been established for the synthesis of chiral benzylamines via asymmetric decarboxyarylation of NHP esters. The method demonstrates excellent catalytic efficiency, high enantioselective control, mild reaction conditions, and good functional group tolerance, making it suitable for late-stage modification of pharmaceuticals.
Article
Chemistry, Organic
Ya-Shi Zhao, Sheng-Jie Huang, Yuan-Qing Gu, Guo-Kai Liu
Summary: A facile and highly efficient protocol for aryldifluoromethylation of acrylamides was developed using visible-light photoredox catalysis with S-(difluoromethyl)sulfonium salt as the difluoromethyl source. This method enables the synthesis of pharmaceutically interesting CF2H-containing oxindoles from N-arylacrylamides, and demonstrates mild reaction conditions, a broad scope of substrates, good tolerance of functional groups, and high yields. Control experiments indicate that the protocol proceeds through a difluoromethylation/cyclization cascade process.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Jun Zhou, Zhengyu Zhao, Bingyao Jiang, Katsuhiro Yamamoto, Yuji Sumii, Norio Shibata
Summary: In this study, an efficient silylboronate-mediated cross-coupling reaction of aryl fluorides with arylalkanes was developed under transition-metal-free, room-temperature conditions. The method showed good adaptability to aryl fluorides with a C(sp(2))-F bond and can be extended to other coupling partners with a C(sp(3))-H bond. It provides a practical and convenient approach to obtain di- and triarylalkanes with tertiary or quaternary carbon centers.
Article
Chemistry, Multidisciplinary
Zihan Ma, Lishuang Wang, Tingting Chen, Guangning Wang
Summary: In this study, two kinds of 3D self-doped (N/O) lilac-based and coriander-based porous carbons with high performance have been prepared.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Qin Wang, Yun-Fan Yan, Jiao-Lin Weng, Ying Huang, Fu Yang, Hao-Hui Xie, Fei Tan, Fa-Kun Zheng, Jian-Gang Xu
Summary: Balancing energy and mechanical sensitivities is a challenging issue in the field of energetic materials. This study constructed a 3D energetic metal-organic framework with nitrogen-rich ligand and NO3- anions. The framework demonstrated high stability, energy density, and excellent mechanical sensitivities, making it a potential insensitive energetic material.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Marrium Saeed, Urooj Kamran, Amina Khan, Md Irfanul Haque Siddiqui, Hasan Jamal, Haq Nawaz Bhatti
Summary: In this study, magnesium-aluminum layered double hydroxides (Mg-Al-LDH) were synthesized using an environmentally friendly hydrothermal technique for adsorbing the dye reactive green 5 (RG5). To improve the adsorption capability, composites were prepared by combining Mg-Al-LDH with low-cost Mangifera indica stone biomass (MISB). The results showed that the composites had high adsorption capacities for RG5 dye and could be regenerated.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Xuanlin Zhan, Xiaojie Li, Yunyan Zeng, Siyan Jiang, Chao Pan, Shiyu Pan, Jiaquan Huang, Heqian Zhang, Zhiwei Qin
Summary: This study reports on the potential prospects of natural products derived from the rhizosphere for the development of antibiotics and herbicides, as well as the advancements in cultivating a mutant strain that produces a substantial quantity of lydicamycins, a potent family for herbicide development.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Jie Zhu, Jiangtao Yu, Linhua Zhu, Xiaoxiao Yu, Jixing Liu, Yanhong Chao, Jingzhou Yin, Peiwen Wu, Jian Liu, Wenshuai Zhu
Summary: This study successfully demonstrates the 3D printing of attapulgite monoliths and investigates the influence of thermal treatment on their properties. The thermal treated monoliths show superior catalytic performance at low temperatures.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Yanzhu Ye, Yixiang Ye, Jiannan Cai, Zhongshui Li, Shen Lin
Summary: In this paper, a novel Pt/CoP/C photo-electro synergistic catalyst was successfully synthesized and its performance was investigated. The catalyst exhibited excellent photo-electro catalytic performance, with significantly higher hydrogen production compared to a commercial catalyst. The introduction of cobalt phosphide and the existence of Co3O4 were identified as key factors for enhancing the catalytic activity.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Nurul Hidayah Abu Bakar, Wan Norfazilah Wan Ismail, Hartina Mohd Yusop, Noreen Farzuhana Mohd Zulkifli
Summary: Hydrophobic coatings inspired by the lotus effect have gained popularity for their ability to solve various problems. The sol-gel method, utilizing silica, alumina, and titania, is explored as an environmentally friendly approach to produce water-based hydrophobic coatings. This study focuses on producing water-based hydrophobic coatings for cotton and polyester fabrics using a one-step sol-gel method. The coated fabrics exhibited improved hydrophobic properties, altered surface morphologies, and lower air permeability compared to uncoated fabrics. TEOS-PDMS coating provides a promising approach for enhancing the hydrophobic and surface properties of cotton and polyester fabrics.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Nikita Belko, Hanna Maltanava, Anatol Lugovski, Polina Shabunya, Sviatlana Fatykhava, Evgeny Bondarenko, Pavel Chulkin, Sergey Poznyak, Michael Samtsov
Summary: This study investigates the difference in electrochemical behavior between rhodamine B hydrazide and rhodamine B acylhydrazone, and finds that rhodamine B acylhydrazone exhibits higher reversibility in electrooxidation. These results can be applied for developing new sensors with desired electrochemical properties.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Showket Ahmad Bhat, Mohd Ikram
Summary: In this study, 0-3 particulate multiferroic composites were synthesized and characterized. The composites exhibited excellent ferroelectric and ferromagnetic properties, as well as high piezoelectric strain and magnetoelectric coupling effects.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Carla Gomes, Mariana Costa, Susana M. M. Lopes, Bernardo Albuquerque Nogueira, Rui Fausto, Jose A. Paixao, Teresa M. V. D. e Melo, Luisa M. D. R. S. Martins, Marta Pineiro
Summary: The development of sustainable processes requires the integration of green chemistry principles. In this study, a solvent-free synthesis method was developed to prepare new copper catalysts, which efficiently catalyze cycloaddition reactions under solvent-free mechanochemical conditions. Through this process, the principles of atom economy, reduction of solvents and auxiliaries, design for energy efficiency, and reduction of derivatives and catalysis are combined.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Zhihua Liu, Jinzhe Li, Jianguo Zhou
Summary: This study demonstrates the enhancement of photoelectrochemical activity of BiFeO3 photoelectrodes through ion modification, which increases visible light absorption and active area, leading to improved PEC water splitting performance.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Yisheng Zhang, Wensong Li, Jing Li, Fang Li, Wei Xue, Xinqiang Zhao, Yanji Wang
Summary: Pt/C and SO42-/ZrO2 were used as catalysts for the synthesis of p-aminophenol through the catalytic transfer hydrogenation of nitrobenzene in water with formic acid as the hydrogen source. The optimal Pt loading for PAP selectivity was found to be 1 wt%. The presence of different valence states of Pt affected both the nitrobenzene hydrogenation and formic acid decomposition. Among different solid acid catalysts tested, SO42-/ZrO2 exhibited the highest catalytic activity for p-aminophenol formation. Under the optimized reaction conditions, the conversion of nitrobenzene reached 80.0%, with a selectivity of 47.6% for p-aminophenol.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Pradyota Kumar Behera, Papita Behera, Amlan Swain, Santosh Kumar Sahu, Ajeena Sahoo, Laxmidhar Rout
Summary: We have developed a simple and direct method for the synthesis of diaryl ether using an oxygen bridged bimetallic CuMoO4 nanocatalyst under mild reaction conditions. The catalyst exhibited tolerance towards a wide range of substrates with various functional groups. It is efficient and recyclable. This methodology allows easy access to nitrofen derivatives (herbicides) from unactivated 2,4-dichlorophenol, which are important for agriculture and pharmaceuticals.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Yihua Fu, Yan Zhang, Changwei Hu, Zhishan Su
Summary: The mechanism of the reaction between CO2 and styrene oxide for cyclic carbonate was revealed using density functional theory calculations. The noncatalytic reaction occurred via a concerted mechanism, while in the presence of guanidine and tetrabutylammonium iodide (TBAI) co-catalysts, the epoxide ring-opening by nucleophilic attack of an iodide anion was predicted to be the rate-determining step. Guanidine acted as the H-bond donor to activate styrene oxide, facilitating the reaction with a lower activation barrier.
NEW JOURNAL OF CHEMISTRY
(2024)
Article
Chemistry, Multidisciplinary
Saikat Khamarui, Sirshendu Ghosh
Summary: Copper nanorods (Cu-NRs) exhibit significant plasmonic behavior and can act as efficient catalysts in redox processes and coupling. A benign decarboxylative approach, utilizing localized surface plasmon resonance (LSPR) assisted catalysis with Cu-NRs, has been developed for the production of alkane analogues from alkyl carboxylic acids under visible light. The catalyst shows a broad substrate scope and high functional group tolerance, without the need for an external oxidant or proton source. A plausible mechanism for this recyclable nano-catalyst has also been proposed based on control experiments.
NEW JOURNAL OF CHEMISTRY
(2024)
