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Double Homologation Method for Substituted Soluble Pentacenes and Dimerization Behaviours of Pentacenes
Author(s) -
Li Shi,
Li Zhiping,
Nakajima Kiyohiko,
Kanno Kenichiro,
Takahashi Tamotsu
Publication year - 2009
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.200800312
Subject(s) - substituent , monomer , chemistry , propargyl , zirconium , pentacene , tetra , medicinal chemistry , polymer chemistry , stereochemistry , organic chemistry , catalysis , polymer , thin film transistor , layer (electronics)
Double up : A zirconium‐mediated double homologation method was successfully applied for the synthesis of multi‐substituted pentacene derivatives from 1,2,4,5‐tetrakis(propargyl)benzenes. The bis(zirconacyclopentadiene) intermediates were also characterized. Among these symmetrical derivatives, tetra‐ and octa‐substituted pentacenes undergo reversible conversion between monomeric and dimeric forms.A double homologation method for the formation of substituted soluble pentacenes was developed by a zirconium‐mediated cyclization of tetrayne derivatives. Thermal dimerization of tetra‐ and octasubstituted pentacenes was observed. The dimerization behavior was observed to be strongly related to the substituent groups affixed to the pentacenes.