Issue 5, 2020
From the journal:

Photochemical & Photobiological Sciences

Photocyclization of diarylethylenes with a boronate moiety: a useful synthetic tool to soluble PAH building blocks†

Mikhail Feofanov, ORCID logo *ab   Arber Uka,a   Vladimir Akhmetovab  and  Konstantin Amsharov ORCID logo *abc  

* Corresponding authors

a Friedrich-Alexander University Erlangen-Nuernberg, Department of Chemistry and Pharmacy, Organic Chemistry II, Nikolaus-Fiebiger Str. 10, 91058 Erlangen, Germany

b Institute of Chemistry, Organic Chemistry, Martin-Luther-University Halle-Wittenberg, Kurt-Mothes-Strasse 2, D-06120 Halle, Germany

c South Ural State University, pr. Lenina 76, 454080 Chelyabinsk, Russia
E-mail: konstantin.amsharov@fau.de

Abstract

The synthesis of ten ortho-fused PAHs bearing boronic pinacol ester groups (BPin) is reported. The products are obtained via modification of Mallory photocyclization in 45–99% yields. Among them are examples of highly strained molecules such as [4]helicene derivatives with BPin substituents in the cavity. The method allows double C–C coupling and tolerates more than one BPin functionality.

Graphical abstract: Photocyclization of diarylethylenes with a boronate moiety: a useful synthetic tool to soluble PAH building blocks

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Article information

DOI
https://doi.org/10.1039/C9PP00497A
Article type
Paper
Submitted
29 Dec 2019
Accepted
06 Apr 2020
First published
28 Apr 2020

Photochem. Photobiol. Sci., 2020,19, 722-725

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Photocyclization of diarylethylenes with a boronate moiety: a useful synthetic tool to soluble PAH building blocks

M. Feofanov, A. Uka, V. Akhmetov and K. Amsharov, Photochem. Photobiol. Sci., 2020, 19, 722 DOI: 10.1039/C9PP00497A

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