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P-Protected Diphosphadibenzo[ a, e]pentalenes and Their Mono- and Dicationic P-Bridged Ladder Stilbenes.

Authors :
Federmann P
Wagner HK
Antoni PW
Mörsdorf JM
Pérez Lustres JL
Wadepohl H
Motzkus M
Ballmann J
Source :
Organic letters [Org Lett] 2019 Apr 05; Vol. 21 (7), pp. 2033-2038. Date of Electronic Publication: 2019 Mar 21.
Publication Year :
2019

Abstract

The previously elusive diphosphadibenzo[ a, e]pentalene core skeleton was assembled via a surprisingly straightforward cyclization pathway starting from R <subscript>2</subscript> P-substituted 2,2'-diphosphinotolanes (R = Ph, <superscript>i</superscript> Pr). The resulting P-protected diylidic compounds 4 (R = Ph, <superscript>i</superscript> Pr) 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, <superscript>i</superscript> Pr) were obtained and further oxidized to afford the respective fluorescent and air-stable dications 6 (R = Ph, <superscript>i</superscript> Pr).

Details

Language :
English
ISSN :
1523-7052
Volume :
21
Issue :
7
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
30896181
Full Text :
https://doi.org/10.1021/acs.orglett.9b00161