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Formation of an NHC-stabilized heterocyclic housane and its isomerization into a cyclopentenyl anion analogue

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Abstract

Addition of :P[triple bond, length as m-dash]C–tBu to the NHC-coordinated trisilacyclopropylidene Si3Mes4NHCiPr2Me2 afforded a heavier analogue of a bicyclo[2.1.0]pentane, a so-called “housane”, that rearranges under irradiation with a high-pressure mercury lamp or at 60 °C to an NHC-stabilized cyclopentenyl anion isomer with a three-center four-electron (3c-4e) π-bond.

Graphical abstract: Formation of an NHC-stabilized heterocyclic housane and its isomerization into a cyclopentenyl anion analogue

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Publication details

The article was received on 11 Sep 2019, accepted on 27 Sep 2019 and first published on 28 Sep 2019


Article type: Communication
DOI: 10.1039/C9CC07109A
Chem. Commun., 2019, Advance Article

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    Formation of an NHC-stabilized heterocyclic housane and its isomerization into a cyclopentenyl anion analogue

    B. J. Guddorf, C. Mück-Lichtenfeld, A. Hepp and F. Lips, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC07109A

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