Toward Perylene Dyes by the Hundsdiecker Reaction

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2014 May 20

PMID 24835560

Citations 11

Authors

Yulian Zagranyarski

Long Chen

Daniel Jansch

Thomas Gessner

Chen Li

Klaus Mullen

Affiliations

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Abstract

An efficient method to synthesize 3,4,9,10-tetrabromoperylenes is reported under optimized Hunsdiecker conditions. Various octasubstituted perylenes were obtained by reaction of 1,6,7,12-tetrachloro-3,4,9,10-tetrabromoperylene with phenol, trimethylsilyl chloride, cooper cyanide, or sulfur via metal-catalyzed couplings or nucleophilic substitutions. These new perylenes show completely different optical and redox properties, thus opening a facile way to develop new chromophophore structures.

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