Synthesis and Trapping of Iminoboranes by M=B/C=N Bond Metathesis

Marco Nutz; Bitupon Borthakur; Rian D Dewhurst; Andrea Deißenberger; Theresa Dellermann; Marius Schäfer; Ivo Krummenacher; Ashwini K Phukan; Holger Braunschweig

doi:10.1002/anie.201703324

Synthesis and Trapping of Iminoboranes by M=B/C=N Bond Metathesis

Angew Chem Int Ed Engl. 2017 Jun 26;56(27):7975-7979. doi: 10.1002/anie.201703324. Epub 2017 Jun 1.

Authors

Marco Nutz^{1

2}, Bitupon Borthakur³, Rian D Dewhurst^{1

2}, Andrea Deißenberger^{1

2}, Theresa Dellermann^{1

2}, Marius Schäfer^{1

2}, Ivo Krummenacher^{1

2}, Ashwini K Phukan³, Holger Braunschweig^{1

2}

Affiliations

¹ Institute for Inorganic Chemistry, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
² Institute for Sustainable Chemistry & Catalysis with Boron, Julius-Maximilians-Universität Würzburg, Am Hubland, 97074, Würzburg, Germany.
³ Department of Chemical Sciences, Tezpur University, Napaam, 784028, Assam, India.

PMID: 28508513
DOI: 10.1002/anie.201703324

Abstract

Although the metathesis of metal-boron double bonds with elemental chalcogenides is an established process, no similar reactivity has been observed with element-nitrogen bonds. Such a reaction would provide a new route to iminoborane compounds (RB≡NR'), which have recently experienced renewed synthetic interest. Herein, we present the first observation of M=B/C=N metathesis reactions, which led to the isolation of a stable iminoborane in addition to further iminoborane cycloaddition products.

Keywords: boron heterocycles; borylenes; density functional calculations; iminoboranes; nitrenes.

Publication types

Research Support, Non-U.S. Gov't