The formation of C-Br(s) is one of the most fundamental reactions in organic synthesis. Oxidative bromination is a "green" way to achieve it. Aerobic bromination has drawn great interest in the past decades, while the poor substrate scope and selectivity, low efficiency, and the use of metal catalyst still confine its application. In this article, we establish a transition-metal-free aerobic bromination promoted by ionic liquid in a catalytic amount with controllable chemoselectivity toward numbers of C-Br(s) formed, and both NaBr/AcOH and HBr(aq) could be used as the bromine source. This methodology shows high efficiency and has a broad substrate scope for various kinds of C-H(s). We also validate this system by the gram-scale (one-pot) synthesis of functional molecules and direct recycle of the catalyst. The possible radical pathway of this catalysis is also presented with evidence.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10785634 | PMC |
| http://dx.doi.org/10.1021/acsomega.3c05954 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Fate and Transformation of 15 Classes of Per- and Polyfluoroalkyl Substances in Aqueous Film-Forming Foam (AFFF)-Amended Soil Microcosms.
Environ Sci Technol
December 2024
Department of Biological and Environmental Engineering, Cornell University, Ithaca, New York 14853, United States.
The environmental fate of per- and polyfluoroalkyl substances (PFAS) in aqueous film-forming foams (AFFFs), especially those synthesized by electrochemical fluorination (ECF) processes, remains largely unknown. This study evaluated the transformation of AFFF-derived ECF-based precursors in aerobic soil microcosms amended with a historically used AFFF formulation (3M Light Water). Fifteen classes of PFAS, including AFFF components and transformation products, were identified or tentatively identified by suspect screening/nontargeted analysis (SSA/NTA) throughout a 308-day incubation.
View Article and Find Full Text PDFAsymmetric Migratory Tsuji-Wacker Oxidation Enables the Enantioselective Synthesis of Hetero- and Isosteric Diarylmethanes.
J Am Chem Soc
December 2024
Institute for Organic Chemistry, University of Regensburg, 93053 Regensburg, Germany.
Diarylmethanes play, in part, a pivotal role in the design of highly potent, chiral, nonracemic drugs whose bioactivity is typically affected by the substitution pattern of their arene units. In this context, certain arenes such as -substituted benzenes or unsubstituted heteroarenes cause particular synthetic challenges, since such isosteric residues at the central methane carbon atom are typically indistinguishable for a chiral catalyst. Hence, the stereoselective incorporation of isosteric (hetero)arenes into chiral methane scaffolds requires the use of stoichiometrically differentiated building blocks, which is typically realized through preceding redox-modifying operations such as metalation or halogenation and thus associated with disadvantageous step- and redox-economic traits.
View Article and Find Full Text PDFExperimental appraisal and numerical modelling of chlorine demand and decay in a typical drinking water distribution network in South Africa.
Ecotoxicol Environ Saf
November 2024
Research Centre for Carbon Solutions, School of Engineering and Physical Sciences, Heriot-Watt University, Edinburgh EH14 4AS, United Kingdom. Electronic address:
Article Synopsis
- * Research in South Africa identified a strong relationship between chlorine dosage and its decay rate, with a mathematical model predicting chlorine levels effectively.
- * The study found that while a chlorine dosage of 5 mg/L can maintain some residual chlorine, levels at the end of the distribution network often fall below safety standards, indicating the necessity for chlorine booster stations for better safety.
Burning question: Rethinking organohalide degradation strategy for bioremediation applications.
Microb Biotechnol
August 2024
School of Environmental Science and Engineering, Guangdong Provincial Key Laboratory of Environmental Pollution Control and Remediation Technology, Southern Marine Science and Engineering Guangdong Laboratory (Zhuhai), Sun Yat-Sen University, Guangzhou, China.
Organohalides are widespread pollutants that pose significant environmental hazards due to their high degree of halogenation and elevated redox potentials, making them resistant to natural attenuation. Traditional bioremediation approaches, primarily relying on bioaugmentation and biostimulation, often fall short of achieving complete detoxification. Furthermore, the emergence of complex halogenated pollutants, such as per- and polyfluoroalkyl substances (PFASs), further complicates remediation efforts.
View Article and Find Full Text PDFImpact of the reductive deiodination on the sorption of iodinated X-ray contrast media to filter sand and activated carbon.
Water Res
July 2024
Technische Universität Berlin, Faculty III Process Sciences, Institute of Environmental Technology, Chair of Water Quality Engineering, Strasse des 17. Juni 135 10623 Berlin, Germany. Electronic address:
Iodinated X-ray contrast media (ICM) and their aerobic transformation products (TPs) are widespread in the aquatic environment due to their persistent and mobile character. In a previous lab study, we have shown that the reductive (partial) deiodination of selected triiodobenzene derivatives increases the sorption to aquifer sand and loam soil, since iodine affects the compounds by steric hindrance, repulsive forces, resonance and inductive effects. These results suggest that the (partial) deiodination generally occurring to ICM and aerobic ICM TPs during anoxic/anaerobic bank filtration has a potential to increase their removal by sorption to natural sorbents.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!