Quinoxaline-Based Cyclo(oligophenylenes)

descriptionPublicationkeyboard_double_arrow_right Article 30 Jan 2015 English Publisher:American Chemical Society (ACS)Journal:The Journal of Organic Chemistry, volume 80, pages 2,425-2,430 (issn: 0022-3263, eissn: 1520-6904,

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Authors: Lidia, Marin; Julija, Kudrjasova; Pieter, Verstappen; Huguette, Penxten; Koen, Robeyns; Laurence, Lutsen; Dirk J M, Vanderzande; +1 Authors

doi: 10.1021/jo502771a

pmid: 25611254

Quinoxaline-Based Cyclo(oligophenylenes)

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Abstract

A series of fully conjugated quinoxaline-based oligophenylene macrocycles is synthesized by Ni(0)-mediated Yamamoto-type diaryl homocoupling of (fluorinated) 2,3-bis(4'-bromophenyl)quinoxaline precursors. Cyclotrimers and cyclotetramers are obtained as the dominant reaction products. The cyclooligomers are fully characterized, including single-crystal X-ray structures, and their optoelectronic properties are analyzed with respect to possible applications in host-guest chemistry and organic electronics.

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