Synthesis and Functionalization of Decachlorobenzo[ghi]perylene
Yosuke Sakamoto1, Hayato Nishiguchi1, Koji Hirano1,2
1Department of Applied Chemistry, Graduate School of Engineering, The University of Osaka, Suita, Osaka 565-0871, Japan.
None:
Edge-polyhalogenation of PAHs has attracted considerable interest because the resulting halogenated derivatives exhibit characteristics that are notably different from those of the parent hydrocarbons. Nevertheless, direct and selective halogenation of polycyclic frameworks remains challenging. We herein report controlled multichlorination and annulation of [5]helicene enabled by using Carborane-SMe catalyst to efficiently furnish decachlorobenzo[ghi]perylene. The remaining C-H bonds can be used for the downstream functionalization via direct lithiation.
More Related Videos
05:34Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
Published on: December 16, 2019
09:35Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Related Concept Videos
Hydrolysis of Chlorobenzene to Phenol: Dow Process
Reactions at the Benzylic Position: Halogenation
Nucleophilic Aromatic Substitution: Elimination–Addition
Benzene to Phenol via Cumene: Hock Process
Electrophilic Aromatic Substitution: Chlorination and Bromination of Benzene
Pericyclic Reactions: Introduction
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic...
