Issue 86, 2019
From the journal:

Chemical Communications

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

Benedikt J. Guddorf,a   Christian Mück-Lichtenfeld, ORCID logo b   Alexander Heppa  and  Felicitas Lips ORCID logo *a  

* Corresponding authors

a Westfälische Wilhelms-Universität Münster, Institut für Anorganische und Analytische Chemie, Corrensstraße 28-30, 48149 Münster, Germany
E-mail: lips@uni-muenster.de

b Organisch-Chemisches Institut and Center for Multiscale Theory and Computation, Corrensstraße 40, 48149 Münster, Germany

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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Article information

DOI
https://doi.org/10.1039/C9CC07109A
Article type
Communication
Submitted
11 Sep 2019
Accepted
27 Sep 2019
First published
28 Sep 2019

Chem. Commun., 2019,55, 12896-12899

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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, 55, 12896 DOI: 10.1039/C9CC07109A

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