Ni Pd nanoparticles supported on nitrogen-doped graphene (NG) acts as a catalyst for the hydrodehalogenation of halogenated aromatics under mild reaction conditions. It reduces mono- or dichloroarenes to the corresponding dehalogenated arenes in >90 % yield in 10 % aqueous isopropanol solvent at or below 50 °C within 5 h. Tests on a variety of substrates containing various functional groups show that the catalyst is selective for reduction of C-Cl and C-Br bonds. In addition, this catalyst completely hydrodehalogenates high-concentration solutions of dioxin, polychlorinated biphenyls, chloroaromatic constituents of the defoliant agent orange, and polybrominated diphenyl ethers in 12 h. The catalyst is reusable and shows no morphological or compositional changes after 5 cycles. This methodology offers a powerful, low-cost, and safe technology for the degradation of polyhalogenated aromatics, and may be useful for preventing proliferation of these toxins in the environment from causing serious health issues.

Download full-text PDF

Source
http://dx.doi.org/10.1002/cssc.201800289DOI Listing

Publication Analysis

Top Keywords

polyhalogenated aromatics
8
nanoparticles supported
8
supported nitrogen-doped
8
nitrogen-doped graphene
8
hydrodehalogenation polyhalogenated
4
aromatics catalyzed
4
catalyzed nipd
4
nipd nanoparticles
4
graphene nanoparticles
4
graphene acts
4

Similar Publications

Simultaneous Dehalogenation and Hydrogenation in Sonogashira Coupling.

Precis Chem

December 2023

Department of Chemistry and Chemical Engineering, Chongqing University of Science and Technology, Chongqing, 401331, P.R. China.

Article Synopsis
  • - This study explores a new reaction in Sonogashira coupling where both dehalogenation and hydrogenation occur simultaneously, specifically using hexahalogenobenzenes (CX, where X = I or Br).
  • - Researchers synthesized a bulky terminal alkyne to analyze how different reaction conditions affect the DHH reaction, later testing a less hindered alkyne to see its impact on the process.
  • - The outcome produced two new aromatic polyynes, and their photophysical properties were analyzed, contributing valuable insights into the reactions involving sterically hindered alkynes and polyhalogenated aromatic compounds.
View Article and Find Full Text PDF

Molecular imine cages with π-basic Au(pyrazolate) faces.

Chem Sci

March 2024

Institut des Sciences et Ingénierie Chimiques, École Polytechnique Fédérale de Lausanne (EPFL) 1015 Lausanne Switzerland

One tetrahedral and two trigonal prismatic cages with π-basic Au(pyrazolate) faces were obtained by connection of pre-formed gold complexes dynamic covalent imine chemistry. The parallel arrangement of the Au(pyrazolate) complexes in the prismatic cages augments the interaction with π-acids, as demonstrated by the encapsulation of polyhalogenated aromatic compounds. The tetrahedral cage was found to act as a potent receptor for fullerenes.

View Article and Find Full Text PDF

Comprehensive characterization and prioritization of halogenated organic compounds in fish and their implications for exposure.

Environ Int

February 2024

Guangdong Provincial Key Laboratory of Environmental Protection and Resources Utilization, State Key Laboratory of Organic Geochemistry, Guangzhou Institute of Geochemistry, Chinese Academy of Sciences, Guangzhou 510640, China.

Fish are an important pollution indicator for biomonitoring of halogenated organic compounds (HOCs) in aquatic environments, and HOCs in fish may pose health threats to consumers. This study performed nontarget and comprehensive analyses of HOCs in fish from an e-waste recycling zone by gas chromatography-high-resolution mass spectrometry, and further prioritized their human exposure risks. A total of 1652 formulas of HOCs were found in the fish, of which 1222, 117, and 313 were organochlorines, organobromines, and organochlorine-bromines, respectively.

View Article and Find Full Text PDF

Regioselective amination of polyhalogenated heteroarenes (especially pyrimidines) has extensive synthetic and commercial relevance for drug synthesis applications but is plagued by the lack of effective synthetic strategies. Herein, we report the Cu(II)/PTABS-promoted highly regioselective nucleophilic aromatic substitution (SAr) of polychlorinated pyrimidines assisted by DFT predictions of the bond dissociation energies of different C-Cl bonds. The unique reactivity of Cu(II)-PTABS has been attributed to the coordination/activation mechanism that has been known to operate in these reactions, but further insights into the catalytic species have also been provided.

View Article and Find Full Text PDF

Heterocyclic Suzuki-Miyaura coupling reaction of metalla-aromatics and mechanistic analysis of site selectivity.

Chem Sci

February 2023

State Key Laboratory of Physical Chemistry of Solid Surfaces, Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), College of Chemistry and Chemical Engineering, Xiamen University Xiamen 361005 China

Pd-catalyzed Suzuki-Miyaura cross-coupling is one of the most straightforward and versatile methods for the construction of functionalized arenes and heteroarenes but site-selective cross-coupling of polyhalogenated (hetero)arenes containing identical halogen substituents remains a challenging problem. Herein, we report a new candidate for heterocyclic Suzuki-Miyaura coupling reaction. This candidate has been applied in organometallic systems by combining classical aryl boronic acid reagents with non-classical heteroarenes.

View Article and Find Full Text PDF

Want 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!