Related Experiment Video
Updated: Jun 2, 2025

Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization
Published on: November 29, 2018
Photo-Driven Direct Construction of Imidazolidines from Anilines and Paraformaldehyde and Its Application in
Sheng Bi1,2, Xu-Dong Mao1,2, Alban Schmoll1
1Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, Liaoning, China.
Abstract:
Imidazolines play pivotal roles in numerous fields. However, the direct construction of imidazolines from primary amines involves precise C-C and C-N bond formations, rendering this area still underdeveloped to this day. Herein, a photo-driven metal-free catalytic system has been successfully applied to a novel coupling-cyclization reaction between arylamines and formaldehyde, enabling the direct synthesis of various 1,3-diarylimidazolines from primary amines. Notably, this method also facilitates the chemical conversion of polyoxymethylene plastics under these conditions. The present work provides new insights and directions for both imidazoline synthesis and plastic degradation.
Related Concept Videos
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists...
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Aldehydes and Ketones with Amines: Imine Formation Mechanism
Imines are formed under mildly acidic conditions. A pH of 4.5 is ideal for the reaction.
If the pH is low or the solution is too acidic, the reaction slows down in the...
Ziegler–Natta Chain-Growth Polymerization: Overview

