Jump to main content
Jump to site search


Bioinspired synthesis of pentalene-based chromophores from an oligoketone chain

Author affiliations

Abstract

We report a bioinspired synthesis of 2,5-dihydropentalene-based chromophores from an aliphatic oligoketone bearing 1,3- and 1,4-diketone subunits. Unlike the natural polyketone sequence, fused five-membered rings were formed via an intramolecular aldol condensation. A subsequent Knoevenagel condensation reaction with malononitrile furnished a multiply cross-conjugated π-system with low-lying LUMO levels. Furthermore, pentalenes obtained from a non-conjugated aliphatic chain exhibited visible absorption and solid-state fluorescence.

Graphical abstract: Bioinspired synthesis of pentalene-based chromophores from an oligoketone chain

Back to tab navigation

Supplementary files

Publication details

The article was received on 26 Mar 2018, accepted on 17 Apr 2018 and first published on 17 Apr 2018


Article type: Communication
DOI: 10.1039/C8CC02379D
Citation: Chem. Commun., 2018, Advance Article
  •   Request permissions

    Bioinspired synthesis of pentalene-based chromophores from an oligoketone chain

    Y. Saito, M. Higuchi, S. Yoshioka, H. Senboku and Y. Inokuma, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8CC02379D

Search articles by author

Spotlight

Advertisements