Issue 11, 2015
From the journal:

Chemical Science

Phosphine and carbene azido-cations: [(L)N3]+ and [(L)2N3]+†

Daniel Winkelhaus,‡a   Michael H. Holthausen,‡a   Roman Dobrovetskyb  and  Douglas W. Stephan*a  

* Corresponding authors

a Department of Chemistry, University of Toronto, 80 St. George St, Toronto, Ontario M5S3H6, Canada
E-mail: dstephan@chem.utoronto.ca

b School of Chemistry, Raymond and Beverly Sackler Faculty of Exact Sciences, Tel Aviv University, Tel Aviv 69978, Israel

Abstract

The cationic N3-species [(p-HC6F4)3PN3]+ (1) featuring a perfluoro-arene phosphonium group serves as a N3+-source in stoichiometric reactions with several Lewis bases (L) allowing for the stepwise formation of [(L)N3]+ and [(L)2N3]+ cations (L = phosphine, carbene) with liberation of (p-HC6F4)3P. X-Ray diffraction analysis and computational studies provide insight into the bonding in these remarkably stable azido-cations.

Graphical abstract: Phosphine and carbene azido-cations: [(L)N3]+ and [(L)2N3]+

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Article information

DOI
https://doi.org/10.1039/C5SC02336J
Article type
Edge Article
Submitted
28 Jun 2015
Accepted
20 Jul 2015
First published
21 Jul 2015
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2015,6, 6367-6372

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Phosphine and carbene azido-cations: [(L)N3]+ and [(L)2N3]+

D. Winkelhaus, M. H. Holthausen, R. Dobrovetsky and D. W. Stephan, Chem. Sci., 2015, 6, 6367 DOI: 10.1039/C5SC02336J

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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