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

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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

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Publication details

The article was received on 22 Oct 2017, accepted on 13 Nov 2017 and first published on 20 Nov 2017


Article type: Research Article
DOI: 10.1039/C7QO00960G
Citation: Org. Chem. Front., 2018, Advance Article
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    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, Advance Article , DOI: 10.1039/C7QO00960G

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