Aufsatz
Reduction Behavior of Anisyl-substituted P-Ferrocenyl Phospholes
Abstract
P-Ferrocenylphospholes with differing substituents in α-position have been synthesized and their identity and purity was confirmed using multinuclear NMR spectroscopy, MS, elemental analysis and single crystal X-ray diffraction. Furthermore, the redox properties have been explored with electrochemical measurements. Transferring the reduction to a preparative scale using lithium leads to reductive P−C bond cleavage furnishing the corresponding phospholide which has been transformed to P-tert-butyl substituted phosphole. In addition to phospholide formation reductive demethoxylation with transformation of the anisyl substituent to its phenyl analog was observed. For comparison analogous reactions have been explored for the respective P-phenylphospholes which show a different reactivity.
Citation
In: ChemPlusChem Volume 88 / Issue 6 (2023-05-26) eissn:2192-6506Sponsorship
Gefördert im Rahmen des Projekts DEALCitation
@article{doi:10.17170/kobra-202307268478,
author={Getfert, Katharina and Roesler, Fabian and Bruhn, Clemens and Pietschnig, Rudolf},
title={Reduction Behavior of Anisyl-substituted P-Ferrocenyl Phospholes},
journal={ChemPlusChem},
year={2023}
}
0500 Oax 0501 Text $btxt$2rdacontent 0502 Computermedien $bc$2rdacarrier 1100 2023$n2023 1500 1/eng 2050 ##0##http://hdl.handle.net/123456789/14926 3000 Getfert, Katharina 3010 Roesler, Fabian 3010 Bruhn, Clemens 3010 Pietschnig, Rudolf 4000 Reduction Behavior of Anisyl-substituted P-Ferrocenyl Phospholes / Getfert, Katharina 4030 4060 Online-Ressource 4085 ##0##=u http://nbn-resolving.de/http://hdl.handle.net/123456789/14926=x R 4204 \$dAufsatz 4170 5550 {{Elektrochemie}} 5550 {{Ferrocen}} 5550 {{Phosphor}} 5550 {{Reduktion <Chemie>}} 7136 ##0##http://hdl.handle.net/123456789/14926
2023-07-26T06:53:51Z 2023-07-26T06:53:51Z 2023-05-26 doi:10.17170/kobra-202307268478 http://hdl.handle.net/123456789/14926 Gefördert im Rahmen des Projekts DEAL eng Namensnennung 4.0 International http://creativecommons.org/licenses/by/4.0/ electrochemistry ferrocene heterocycle phosphorus reduction 540 Reduction Behavior of Anisyl-substituted P-Ferrocenyl Phospholes Aufsatz P-Ferrocenylphospholes with differing substituents in α-position have been synthesized and their identity and purity was confirmed using multinuclear NMR spectroscopy, MS, elemental analysis and single crystal X-ray diffraction. Furthermore, the redox properties have been explored with electrochemical measurements. Transferring the reduction to a preparative scale using lithium leads to reductive P−C bond cleavage furnishing the corresponding phospholide which has been transformed to P-tert-butyl substituted phosphole. In addition to phospholide formation reductive demethoxylation with transformation of the anisyl substituent to its phenyl analog was observed. For comparison analogous reactions have been explored for the respective P-phenylphospholes which show a different reactivity. open access Getfert, Katharina Roesler, Fabian Bruhn, Clemens Pietschnig, Rudolf 8 Seiten doi:10.1002/cplu.202300143 Elektrochemie Ferrocen Phosphor Reduktion <Chemie> publishedVersion eissn:2192-6506 Issue 6 ChemPlusChem Volume 88 false
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