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P-protected diphosphadibenzo[a,e]pentalenes and their mono- and dicationic P-bridged ladder stilbenes

The previously elusive diphosphadibenzo[a,e]pentalene core skeleton was assembled via a surprisingly straightforward cyclization pathway starting from R2P-substituted 2,2′-diphosphinotolanes (R = Ph, iPr). The resulting P-protected diylidic compounds 4 (R = Ph, iPr) were converted to the correspondi...

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Main Authors: Federmann, Patrick (Author) , Wagner, Hannah (Author) , Antoni, Patrick W. (Author) , Mörsdorf, Jean-Marc (Author) , Pérez Lustres, José Luis (Author) , Wadepohl, Hubert (Author) , Motzkus, Marcus (Author) , Ballmann, Joachim (Author)
Format: Article (Journal)
Language:English
Published: March 21, 2019
In: Organic letters
Year: 2019, Volume: 21, Issue: 7, Pages: 2033-2038
ISSN:1523-7052
DOI:10.1021/acs.orglett.9b00161
Online Access:Verlag, Volltext: https://doi.org/10.1021/acs.orglett.9b00161
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Author Notes:Patrick Federmann, Hannah K. Wagner, Patrick W. Antoni, Jean-Marc Mörsdorf, José Luis Pérez Lustres, Hubert Wadepohl, Marcus Motzkus, and Joachim Ballmann
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Summary:The previously elusive diphosphadibenzo[a,e]pentalene core skeleton was assembled via a surprisingly straightforward cyclization pathway starting from R2P-substituted 2,2′-diphosphinotolanes (R = Ph, iPr). The resulting P-protected diylidic compounds 4 (R = Ph, iPr) were converted to the corresponding P-bridged ladder stilbenes via two consecutive oxidation steps: upon selective one-electron oxidation, the persistent radical monocations 5 (R = Ph, iPr) were obtained and further oxidized to afford the respective fluorescent and air-stable dications 6 (R = Ph, iPr).
Item Description:Gesehen am 14.05.2019
Physical Description:Online Resource
ISSN:1523-7052
DOI:10.1021/acs.orglett.9b00161

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