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1 article(s) from Bär, Robin M

Insertion of [1.1.1]propellane into aromatic disulfides

Robin M. Bär,
Gregor Heinrich,
Martin Nieger,
Olaf Fuhr and
Stefan Bräse

Beilstein J. Org. Chem. 2019, 15, 1172–1180, doi:10.3762/bjoc.15.114

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Graphical Abstract

Scheme 1: Summary of the most recent methods to obtain different BCPs from 1.

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Scheme 2: Screening reaction performed with different types of irradiation (see Figure 1).

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Figure 1: Optimization of the reaction conditions. The relative conversion was determined by GC–MS. The use o...

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Figure 2: Molecular structure of 6a (displacement parameters are drawn at 50% probability level), distance C1...

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Scheme 3: Proposed mechanism of the propellane insertion into disulfide bonds.

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Scheme 4: The insertion of 1 into dibenzyl disulfide (12) led to the formation of BCP 13 and traces of [2]sta...

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Scheme 5: Reaction of propellane (1) with the two disulfides 10a and 10d. When two different disulfides were ...

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Figure 3: NMR spectra of pure 6a (green) and 6d (red) and the obtained mixture with the new compound 15 (blue...

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Scheme 6: The reaction of 1 with the two disulfides 10a and 10e led to the known products 6a, 6e and to the u...

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Published 28 May 2019

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