Synthesis of fully asymmetric diketopyrrolopyrrole derivatives.
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Publication Date
2021-01-27Journal Title
RSC advances
ISSN
2046-2069
Volume
11
Issue
9
Pages
5276-5283
Language
eng
Type
Article
This Version
VoR
Metadata
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Sharma, L., & Bronstein, H. (2021). Synthesis of fully asymmetric diketopyrrolopyrrole derivatives.. RSC advances, 11 (9), 5276-5283. https://doi.org/10.1039/d0ra01564d
Abstract
Diaryl-diketopyrrolopyrroles (DPP) are a widely studied class of chromophore that possesses unique properties which have been of great interest for use in conjugated polymers and as small molecules in optoelectronic devices. While previously only partially asymmetric DPP derivatives have been reported, here a novel methodology towards fully asymmetric DPP derivatives is demonstrated <i>via</i> the synthesis and condensation of novel alkylated thienyl pyrrolinone esters with aromatic nitriles followed by <i>N</i>-alkylation. Two fully asymmetric DPP structural isomers T-DPP-P and P-DPP-T were synthesised demonstrating the full customizability of the DPP core. A further two fully asymmetric DPP derivatives incorporating an ethylene glycol chain and a furan moiety were also synthesised, demonstrating the scope of this powerful methodology and it's potential to largely broaden the library of available DPP derivatives.
Sponsorship
Engineering and Physical Sciences Research Council (EP/S003126/1)
European Research Council (679789)
Identifiers
35424463, PMC8694678
External DOI: https://doi.org/10.1039/d0ra01564d
This record's URL: https://www.repository.cam.ac.uk/handle/1810/337222
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