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Cover Feature: Fluorinated Phenanthrenes as Aryne Precursors: PAH Synthesis Based on Domino Ring Assembly Using 1,1‐Difluoroallenes (Chem. Asian J. 8/2020)
Author(s) -
Fuchibe Kohei,
Abe Masashi,
Idate Hiroto,
Ichikawa Junji
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.202000198
Subject(s) - aryne , phenanthrenes , aromatization , coronene , domino , ring (chemistry) , chemistry , aryl , triphenylene , catalysis , combinatorial chemistry , molecule , organic chemistry , phenanthrene , alkyl
Coronene and related polycyclic aromatic hydrocarbons (PAHs) have received significant interest over recent decades due to the development of liquid crystals and organic semiconducting materials. The ring assembly by a domino reaction of fluorinated allenes (1,2‐propadienes) has facilitated the synthesis of these π‐extended molecules. The domino reaction of 1,1‐difluoroallenes under indium catalysis afforded π‐extended aryne precursors. The Diels—Alder reactions of the arynes, followed by aromatization and aryl—aryl coupling successfully provided PAHs including ‘half HBCs’ (hexabenzocoronenes). More information can be found in the Full Paper by Junji Ichikawa et al. on page 1384 in Issue 8, 2020 (DOI: 10.1002/asia.202000069).