Issue 4, 2018

One-step rapid synthesis of π-conjugated large oligomers via C–H activation coupling

Abstract

A variety of diketopyrrolopyrrole (DPP)-based linear or branched π-conjugated oligomers, with a core of phenyl, phenyl-DPP, tetraphenylethene, pyrene and spirobifluorene, containing sequentially bis-, tris-, and tetra-DPP with various geometries and molecular weights of several thousands has been effectively accessed by one-step C–H activated coupling followed by a single column chromatographic separation. A further optical property study of all eight synthesized oligomers reveals the correlation between light absorption and the variation of geometries and π-conjugation lengths. This atom- and step-economical, and versatile synthetic strategy will be a powerful tool for accessing π-functional large oligomers, which enriches the library of π-materials and thus facilitates the fundamental structure–property study.

Graphical abstract: One-step rapid synthesis of π-conjugated large oligomers via C–H activation coupling

Supplementary files

Article information

Article type
Research Article
Submitted
22 Oct 2017
Accepted
13 Nov 2017
First published
20 Nov 2017

Org. Chem. Front., 2018,5, 653-661

One-step rapid synthesis of π-conjugated large oligomers via C–H activation coupling

S. Liu, D. Wang, A. Zhong and H. Wen, Org. Chem. Front., 2018, 5, 653 DOI: 10.1039/C7QO00960G

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