Dihydroindenofluorene Positional Isomers

Accounts of Chemical Research
Cyril Poriel, Joëlle Rault-Berthelot

Abstract

Bridged oligophenylenes are very important organic semiconductors (OSCs) in organic electronics (OE). The fluorene unit, which is a bridged biphenyl, is the spearhead of this class of materials and has, over the last 20 years, led to fantastic breakthroughs in organic light-emitting diodes. Dihydroindenofluorenes belong to the family of bridged terphenyls and can be viewed as the fusion of a fluorene unit with an indene fragment. Dihydroindenofluorenes have also appeared as very promising building blocks for OE applications. In the dihydroindenofluorene family, there are five positional isomers, with three different phenyl linkages ( para/ meta/ ortho) and two different ring bridge arrangements ( anti/ syn). We have focused on the concept of positional isomerism. Indeed, the structural differences of the dihydroindenofluorenyl cores lead to unusual electronic properties, which our group has described since 2006, thanks to the five dispirofluorene-indenofluorene positional isomers (dihydroindenofluorenes substituted on the bridges by fluorenyl units). 6,12-Dihydroindeno[1,2- b]fluorene (the para-anti isomer) is constructed on a p-terphenyl core and possesses an anti geometry. Although this isomer has been widely investigated ove...Continue Reading

References

Jun 21, 2002·Organic Letters·Samuel MerletZhi Yuan Wang
Mar 27, 2007·Chemical Reviews·Tobat P I SaragiJosef Salbeck
Jan 11, 2008·Organic Letters·Cyril PorielAlexandra M Z Slawin
Nov 15, 2008·Chemistry : a European Journal·Nicolas CocherelLaurence Vignau
Nov 11, 2009·Chemistry : a European Journal·Cyril PorielJoëlle Rault-Berthelot
Nov 6, 2010·Chemistry : a European Journal·Damien ThirionOlivier Jeannin
Sep 29, 2011·Chemical Communications : Chem Comm·Cyril PorielOlivier Jeannin
Nov 16, 2011·Chemistry : a European Journal·Cyril PorielLaurence Vignau
Oct 26, 2012·Topics in Current Chemistry·Aaron G FixMichael M Haley
Jan 25, 2017·Chemical Society Reviews·Zhiyong YangMatthew P Aldred
Feb 17, 2017·Accounts of Chemical Research·Conerd K FredericksonMichael M Haley
Apr 7, 2017·Chemistry : a European Journal·Lambert SicardCyril Poriel
Jul 14, 2017·The Journal of Organic Chemistry·Daniel BeaudoinJames D Wuest

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Citations

Apr 5, 2019·Chemistry : a European Journal·Fabien LucasCyril Poriel
May 16, 2019·Chemistry : a European Journal·Cyril PorielDamien Thirion
Sep 1, 2018·ChemPlusChem·Lambert SicardCyril Poriel
Sep 19, 2020·ChemPlusChem·Shihui LiuMartin Baumgarten
Jun 30, 2019·Organic Letters·Tong-Tong WangZuo-Quan Jiang

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