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Verfasst von:Hendrich, Christoph [VerfasserIn]   i
 Senn, Sebastian [VerfasserIn]   i
 Haas, Lea [VerfasserIn]   i
 Hoffmann, Marvin [VerfasserIn]   i
 Zschieschang, Ute [VerfasserIn]   i
 Greiner, Luca C. [VerfasserIn]   i
 Rominger, Frank [VerfasserIn]   i
 Rudolph, Matthias [VerfasserIn]   i
 Klauk, Hagen [VerfasserIn]   i
 Dreuw, Andreas [VerfasserIn]   i
 Hashmi, A. Stephen K. [VerfasserIn]   i
Titel:“Golden” cascade cyclization to Benzo[c]-Phenanthridines
Verf.angabe:Christoph M. Hendrich, Sebastian Senn, Lea Haas, Marvin T. Hoffmann, Ute Zschieschang, Luca C. Greiner, Frank Rominger, Matthias Rudolph, Hagen Klauk, Andreas Dreuw, and A. Stephen K. Hashmi
E-Jahr:2021
Jahr:September 12, 2021
Umfang:7 S.
Fussnoten:Gesehen am 28.03.2023
Titel Quelle:Enthalten in: Chemistry - a European journal
Ort Quelle:Weinheim : Wiley-VCH, 1995
Jahr Quelle:2021
Band/Heft Quelle:27(2021), 59, Seite 14778-14784
ISSN Quelle:1521-3765
Abstract:Herein, we describe a gold-catalyzed cascade cyclization of Boc-protected benzylamines bearing two tethered alkyne moieties in a domino reaction initiated by a 6-endo-dig cyclization. The reaction was screened intensively, and the scope was explored, resulting in nine new Boc-protected dihydrobenzo[c]phenanthridines with yields of up to 98 %; even a π-extension and two bidirectional approaches were successful. Furthermore, thermal cleavage of the Boc group and subsequent oxidation gave substituted benzo[c]phenanthridines in up to quantitative yields. Two bidirectional approaches under the optimized conditions were successful, and the resulting π-extended molecules were tested as organic semiconductors in organic thin-film transistors.
DOI:doi:10.1002/chem.202102134
URL:kostenfrei: Volltext: https://doi.org/10.1002/chem.202102134
 kostenfrei: Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202102134
 DOI: https://doi.org/10.1002/chem.202102134
Datenträger:Online-Ressource
Sprache:eng
Sach-SW:benzocphenanthridines
 benzylamines
 cascade reactions
 homogeneous gold catalysis
K10plus-PPN:1840333820
Verknüpfungen:→ Zeitschrift
 
 
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