Anomalous Staudinger reaction at intramolecular frustrated P–B Lewis pair frameworks

Annika Stute; Lukas Heletta; Roland Fröhlich; Constantin G. Daniliuc; Gerald Kehr; Gerhard Erker

doi:10.1039/C2CC36782C

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Chemical Communications

Issue 96, 2012

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Anomalous Staudinger reaction at intramolecular frustrated P–B Lewis pair frameworks

Annika Stute,^a Lukas Heletta,^a Roland Fröhlich,^a Constantin G. Daniliuc,^a Gerald Kehr^a and Gerhard Erker*^a

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Corresponding authors

Organisch-Chemisches Institut, Universität Münster, Corrensstraße 40, D-48149 Münster, Germany
E-mail: erker@uni-muenster.de

Chem. Commun., 2012,48, 11739-11741

DOI: 10.1039/C2CC36782C
Received 18 Sep 2012, Accepted 15 Oct 2012
First published online 31 Oct 2012

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Abstract
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The FLP-mesityl azide addition products 5, formed by FLP-addition to the terminal azide nitrogen atom, undergo N–N bond cleavage in an unusual variant of the Staudinger reaction upon thermolysis or photolysis to give an internally borane stabilized [P] [double bond, length as m-dash] NH phosphinimine and a dimethylindazole derivative.