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Formaldehyde-1,1″-(phenylphosphinidenesulfide)bis[(2S)-2-[(1R)-1-(methylamino)-ethyl]]ferrocene-aminal

1
Institute of Computational Biological Chemistry, University of Vienna, Währinger Straße 17, Vienna 1090, Austria
2
Institute of Chemical Catalysis, University of Vienna, Währinger Straße 38, Vienna 1090, Austria
*
Author to whom correspondence should be addressed.
Molbank 2019, 2019(4), M1090; https://doi.org/10.3390/M1090
Received: 30 October 2019 / Revised: 14 November 2019 / Accepted: 15 November 2019 / Published: 19 November 2019
(This article belongs to the Section Organic Synthesis)
In the course of an ongoing synthetic project, we observed an unprecedented reactivity of N-methyl groups in bis(N,N-dimethylaminoethylferrocenyl)phenylphosphinesulfide upon treatment with manganese dioxide (MnO2). The intramolecular course of this reaction resulted in the formation of an unexpected homochiral diaza macrocycle. The target structure was accessible in two steps from known N,N-dimethylaminoethylferrocene. View Full-Text
Keywords: ferrocene; manganese dioxide; oxidation; planar chirality; diaza macrocycle; C–N bond formation ferrocene; manganese dioxide; oxidation; planar chirality; diaza macrocycle; C–N bond formation
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MDPI and ACS Style

Honegger, P.; Widhalm, M. Formaldehyde-1,1″-(phenylphosphinidenesulfide)bis[(2S)-2-[(1R)-1-(methylamino)-ethyl]]ferrocene-aminal. Molbank 2019, 2019, M1090.

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