-Selective access to α-trifluoromethyl arylenes through Pd-catalysed fluoroarylation of 1,1-difluoroallenes.

Org Biomol Chem

Catalytic Hydrogenation Research Center, State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Key Laboratory of Green Pesticides and Cleaner Production Technology of Zhejiang Province, Zhejiang University of Technology, Hangzhou 310014, P. R. China.

Published: November 2023

The synthesis of stereo-defined α-trifluoromethyl arylenes is of great importance in medical chemistry, organic chemistry, and materials science. However, despite the recent advances, the -selective formation of α-trifluoromethyl arylenes has remained underdeveloped. Here, we describe a facile approach towards -α-trifluoromethyl arylenes through Pd-catalysed stereoselective fluoroarylation of 1,1-difluoroallenes in the presence of a bulky monophosphine ligand.

Download full-text PDF

Source
http://dx.doi.org/10.1039/d3ob01574bDOI Listing

Publication Analysis

Top Keywords

α-trifluoromethyl arylenes
12
arylenes pd-catalysed
8
fluoroarylation 11-difluoroallenes
8
-selective access
4
access α-trifluoromethyl
4
arylenes
4
pd-catalysed fluoroarylation
4
11-difluoroallenes synthesis
4
synthesis stereo-defined
4
stereo-defined α-trifluoromethyl
4

Similar Publications

Iminophosphoranes with the general formula (RP═NR') have great potential in synthetic chemistry as valuable precursors/intermediates in organic synthesis or as building blocks for various organic compounds. However, the synthetic approaches and conditions to prepare iminophosphoranes are still poorly understood, limiting the utility of this chemistry for organic materials. In this article, a simple and efficient synthesis of previously unattainable poly(arylene iminophosphoranes) is reported.

View Article and Find Full Text PDF

Fluorine-rich poly(arylene amine) membranes for the separation of liquid aliphatic compounds.

Science

January 2025

State Key Laboratory of Coordination Chemistry, MOE Key Laboratory of High-Performance Polymer Materials & Technology, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China.

We explored the potential for membrane materials to reduce energy and carbon requirements for the separation of aliphatic hydrocarbon feedstocks and products. We developed a series of fluorine-rich poly(arylene amine) polymer membranes that feature rigid polymer backbones with segregated perfluoroalkyl side chains. This combination imbues the polymers with resistance to dilation induced by hydrocarbon immersion without the loss of solution-based membrane fabrication techniques.

View Article and Find Full Text PDF
Article Synopsis
  • Thin films of poly(arylene ethynylene)-conjugated polymers can be created using a specialized method called surface-confined Sonogashira cross-coupling, which offers precise control over their structure and organization.
  • These polymers boast high stability and significant electronic interactions between chains, enhancing their electronic and spectroscopic properties.
  • The resulting fluorescent films are highly sensitive in chemosensing applications, effectively detecting nitroaromatic explosives in water at extremely low concentrations (sub-ppt level) due to improved exciton mobility.
View Article and Find Full Text PDF

Poly(arylene ether)s via Cu(II)-Catalysis.

ACS Macro Lett

November 2024

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States.

Article Synopsis
  • Poly(arylene ether)s (PAEs) are important thermoplastic materials, but their current synthesis methods limit the range of available PAEs.
  • The study presents a new method using copper(II)-catalyzed polycondensation of aryl bromides and bisphenols to create a broader variety of PAEs.
  • These new PAEs boast enhanced thermal and mechanical properties, and some have functional features like reversible acid- and redox-triggered chromophores.
View Article and Find Full Text PDF

Competitive sorption enables the emergent phenomenon of enhanced CO-based selectivities for gas separation membranes when using microporous polymers with primary amines. However, strong secondary forces in these polymers through hydrogen bonding results in low solvent solubility, precluding standard solution processing approaches to form these polymers into membrane films. Herein, we circumvent these manufacturing constraints while maintaining competitive-sorption enhancements by synthesizing eight representative microporous poly(arylene ether)s (PAEs) with tertiary amines.

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!