Issue 47, 2010
From the journal:

Dalton Transactions

Developing click reactions of a 3-ferrocenyl-2H-azaphosphirene complex†

Rainer Streubel,*a   Janaina Marinas Pérez,a   Holger Helten,a   Jörg Danielsa  and  Martin Niegerb  

* Corresponding authors

a Institut für Anorganische Chemie der Rheinischen Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Str., 1, Bonn, Germany
E-mail: r.streubel@uni-bonn.de
Fax: +49 228 739616
Tel: +49 228 735345

b Laboratory of Inorganic Chemistry, Department of Chemistry University of Helsinki, P.O. Box 55 (A.I. Virtasen aukio 1), Finland

Abstract

Atom efficient reactions of 3-ferrocenyl-2H-azaphosphirene complex 1 using a newly developed acid/base ring expansion protocol are presented. Consecutive reaction of 1 in the presence of dimethyl cyanamide with triflic acid and triethylamine yielded the selective formation of 2H-1,4,2-diazaphosphole complex 3. The same protocol using acetone, benzaldehyde and ferrocenyl aldehyde afforded 1,3,5-oxazaphosphol-3-ene complexes 4, 5a,b and 6a,b, the latter as mixtures of diastereomers, which could be separated. Apart from NMR, IR and UV/vis spectroscopic data, the single-crystal X-ray structures of complexes 3, 4 and 6a are discussed.

Graphical abstract: Developing click reactions of a 3-ferrocenyl-2H-azaphosphirene complex

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Article information

DOI
https://doi.org/10.1039/C0DT00730G
Article type
Paper
Submitted
25 Jun 2010
Accepted
23 Sep 2010
First published
26 Oct 2010

Dalton Trans., 2010,39, 11445-11450

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Developing click reactions of a 3-ferrocenyl-2H-azaphosphirene complex

R. Streubel, J. M. Pérez, H. Helten, J. Daniels and M. Nieger, Dalton Trans., 2010, 39, 11445 DOI: 10.1039/C0DT00730G

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