Star-shaped triarylamines - One-step metal-free synthesis and optoelectronic properties

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http://hdl.handle.net/10138/334796

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Meli , A , Ebenhoch , B , Kutonova , K , Bihlmeier , A , Feyrer , A , Deck , E , Breher , F , Nieger , M , Colsmann , A & Bräse , S 2019 , ' Star-shaped triarylamines - One-step metal-free synthesis and optoelectronic properties ' , Synthetic Metals , vol. 256 , 116138 . https://doi.org/10.1016/j.synthmet.2019.116138

Title: Star-shaped triarylamines - One-step metal-free synthesis and optoelectronic properties
Author: Meli, Alessandra; Ebenhoch, Bernd; Kutonova, Ksenia; Bihlmeier, Angela; Feyrer, Alexander; Deck, Eva; Breher, Frank; Nieger, Martin; Colsmann, Alexander; Bräse, Stefan
Contributor: University of Helsinki, Department of Chemistry
Date: 2019-10
Language: eng
Number of pages: 5
Belongs to series: Synthetic Metals
ISSN: 0379-6779
URI: http://hdl.handle.net/10138/334796
Abstract: Triarylamine derivatives are often implemented in organic optoelectronic devices due to their excellent hole-transport properties and their versatile structural tuneability. Common synthetic routes to obtain functionalized triarylamines follow multi-step procedures utilizing transition metal catalysts. Here, we investigate the synthesis of a series of star-shaped tris(biphenylamines) by a one-step base-promoted homolytic aromatic substitution (BHAS), simultaneously attaching three peripheral arenes to the triarylamine core. We demonstrate the versatility of this synthetic route by coupling four different functionalized arenes to the core and study their influence on the optoelectronic properties. BHAS as a metal-free synthetic route produces pure organic semiconductors without transition metal residues.
Subject: Base-promoted homolytic aromatic substitution
Direct arylation
Triarylamines
Hole-transport materials
C-H-ARYLATION
POTASSIUM TERT-BUTOXIDE
UNACTIVATED ARENES
ARYL HALIDES
NITROGEN-HETEROCYCLES
MOLECULAR MATERIALS
AMINO-ACIDS
TRIPHENYLAMINE
ELECTRON
BENZENE
116 Chemical sciences
114 Physical sciences
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