Related Experiment Video
Updated: May 16, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Synthesis of pyridine-functionalized cyclic aromatic triamide and formation of copper coordination polymeric
Koji Takagi1, Taiga Shirai1, Daiki Miyamoto1
1Graduate School of Engineering, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya, Aichi 466-8555, Japan. takagi.koji@nitech.ac.jp.
Abstract:
Pyridine-functionalized cyclic aromatic triamide (C3A-1EPy) was synthesized by Stille cross-coupling reaction and the chiroptical properties of the separated enantiomers were investigated using CD and CPL spectra. Two copper coordination polymeric complexes (C3A-CuP A and C3A-CuP B) obtained by reacting C3A-1EPy with CuI and Cu2I2(PPh3)3 were characterized by elemental analysis and MAS 31P NMR as well as XPS spectra. Although TADF and CPL were not achieved, room-temperature red phosphorescence was observed at 641 and 630 nm in powder state, and it was found that the emission behavior (wavelength, quantum yield, and lifetime) of C3A-CuP B depends on the optical purity of the ligand.
Related Concept Videos
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group...
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Thermal and Photochemical Electrocyclic Reactions: Overview
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...
Cycloaddition Reactions: Overview
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
