Design and synthesis of C3-symmetric molecules containing oxepine and benzofuran moieties via Metathesis

•We demonstrated a simple synthetic strategy to assemble C3-symmetric star-shaped phenyl and triazine central core based oxepine and benzofuran derivatives.•The key steps involved are Claisen rearrangement, double-bond isomerization and cyclo-trimerization.•We introduced oxepine and furan ring syste...

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Veröffentlicht in:Journal of molecular structure 2021-11, Vol.1244, p.130907, Article 130907
Hauptverfasser: Kotha, Sambasivarao, Solanke, Balaji.U., Gupta, Naveen Kumar
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Sprache:eng
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Zusammenfassung:•We demonstrated a simple synthetic strategy to assemble C3-symmetric star-shaped phenyl and triazine central core based oxepine and benzofuran derivatives.•The key steps involved are Claisen rearrangement, double-bond isomerization and cyclo-trimerization.•We introduced oxepine and furan ring systems in C3-symmetric star-shaped phenyl and triazine core derivatives using olefin metathesis.•We studied photophysical properties of prepared molecules by fluorescence spectroscopic data. We report a new synthetic strategy to C3-symmetric star-shaped phenyl and triazine central cores bearing oxepine and benzofuran ring systems. In this regard, we have explored the application of metathetic strategy to construct C3-symmetric molecules starting with commercially available p-hydroxy acetophenone and p-hydroxy benzonitrile through cyclotrimerization, double bond isomerization, and ring-closing metathesis as key steps. We also studied photophysical properties of these molecules by fluorescence spectroscopic data. All compounds except 1 and 2 exhibit strong fluorescence. [Display omitted]
ISSN:0022-2860
1872-8014
DOI:10.1016/j.molstruc.2021.130907