Cyclohexane and benzene amination by catalytic nitrene insertion into C-H bonds with the copper-homoscorpionate catalyst TpBr3CuNCMe.

J Am Chem Soc

Departamento de Química y Ciencia de Materiales, Universidad de Huelva, Campus de El Carmen, 21071-Huelva, Spain.

Published: October 2003

The complex TpBr3Cu(NCMe) catalyzes, at room temperature, the insertion of a nitrene group from PhINTs into the carbon-hydrogen bond of cyclohexane and benzene, as well as into the primary C-H bonds of the methyl groups of toluene and mesitylene, in moderate to high yield.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ja037072lDOI Listing

Publication Analysis

Top Keywords

cyclohexane benzene
8
c-h bonds
8
benzene amination
4
amination catalytic
4
catalytic nitrene
4
nitrene insertion
4
insertion c-h
4
bonds copper-homoscorpionate
4
copper-homoscorpionate catalyst
4
catalyst tpbr3cuncme
4

Similar Publications

Introducing halogen-bonded gates into zeolitic frameworks for efficient benzene/cyclohexene/cyclohexane separation.

Chem Sci

January 2025

MOE Key Laboratory of Bioinorganic and Synthetic Chemistry, School of Chemistry, GBRCE for Functional Molecular Engineering, IGCME, Sun Yat-Sen University Guangzhou 510275 China

The separation of C cyclic hydrocarbons (benzene, cyclohexene, and cyclohexane) is one of the most challenging chemical processes in the petrochemical industry. Herein, we design and synthesize a new SOD-topology metal azolate framework (MAF) with aperture gating behaviour controlled by C-Br⋯N halogen bonds, which exhibits distinct temperature- and guest-dependent adsorption behaviours for benzene/cyclohexene/cyclohexane. More importantly, the MAF enables the efficient purification of benzene from its binary and ternary mixtures (selectivity up to 113 ± 2; purity up to 98% +), which is the highest record for benzene/cyclohexane/cyclohexene separation to date.

View Article and Find Full Text PDF

AC plasmas directly excited within liquid hydrocarbons were investigated for the production of hydrogen and unsaturated C hydrocarbon in a recirculating liquid "jet" flow configuration. Arc discharges were excited at two different frequencies (60 Hz and 17.3 kHz) in C-C hydrocarbons (hexane, cyclohexane, benzene, toluene, and xylene) to produce H, CH, CH, and CH, along with liquid and solid carbon byproducts.

View Article and Find Full Text PDF

Co-occurrence of PFASs, TPHs, and BTEX in subsurface soils: Impacts on native microbial communities and implications for bioremediation.

Environ Res

December 2024

State Key Laboratory of Soil and Sustainable Agriculture, Institute of Soil Science, Chinese Academy of Sciences, Nanjing, 211135, China; University of Chinese Academy of Sciences, Beijing, 100049, China. Electronic address:

This study investigates the co-occurrence of per- and polyfluoroalkyl substances (PFASs), petroleum hydrocarbons (TPHs) and benzene, toluene, ethylbenzene, and xylene (BTEX) and their effects on the indigenous microbial communities in soils at a contaminated site with a history of petroleum refinery operations. PFASs concentrations were in the range of 5.65-6.

View Article and Find Full Text PDF

Isosteric 3D Bicyclo[1.1.1]Pentane (BCP) Core-Based Lipids for mRNA Delivery and CRISPR/Cas Gene Editing.

J Am Chem Soc

December 2024

Department of Biomedical Engineering, Department of Biochemistry, Simmons Comprehensive Cancer Center, Program in Genetic Drug Engineering, The University of Texas Southwestern Medical Center, 5323 Harry Hines Blvd, Dallas, Texas 75390, United States.

Lipid nanoparticles (LNPs) are an essential component of messenger RNA (mRNA) vaccines and genome editing therapeutics. Ionizable amino lipids, which play the most crucial role in enabling mRNA to overcome delivery barriers, have, to date, been restricted to two-dimensional (2D) architectures. Inspired by improved physicochemical properties resulting from the incorporation of three-dimensionality (3D) into small-molecule drugs, we report the creation of 3D ionizable lipid designs through the introduction of bicyclo[1.

View Article and Find Full Text PDF

Nutrient amendments enrich microbial hydrocarbon degradation metagenomic potential in freshwater coastal wetland microcosm experiments.

Appl Environ Microbiol

December 2024

Institute for Great Lakes Research, CMU Biological Station, and Department of Biology, Central Michigan University, Mount Pleasant, Michigan, USA.

Article Synopsis
  • Biostimulating native microbes using fertilizers has been shown to significantly accelerate the biodegradation of synthetic crude oil in wetland environments.
  • Researchers conducted experiments by exposing sediment microcosms to various conditions and found a marked increase in hydrocarbon-degrading enzymes in samples treated with both light synthetic crude oil and nutrients.
  • The study highlights the effectiveness of nutrient amendments in enhancing the microbial community's capacity to degrade harmful volatile organic compounds, underscoring the potential for bioremediation strategies in freshwater ecosystems affected by oil spills.
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!