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Full Paper
The Iridium-Catalyzed Synthesis of Symmetrically and Unsymmetrically Alkylated Diamines under Mild Reaction Conditions
Article first published online: 6 MAR 2012
DOI: 10.1002/adsc.201100554
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Michlik, S., Hille, T. and Kempe, R. (2012), The Iridium-Catalyzed Synthesis of Symmetrically and Unsymmetrically Alkylated Diamines under Mild Reaction Conditions. Adv. Synth. Catal., 354: 847–862. doi: 10.1002/adsc.201100554
Publication History
- Issue published online: 21 MAR 2012
- Article first published online: 6 MAR 2012
- Manuscript Revised: 19 SEP 2011
- Manuscript Received: 16 JUL 2011
Funded by
- NANOCAT, an international graduate-program within the Elitenetzwerk Bayern
Keywords:
- alcohols;
- alkylation;
- amine alkylation;
- amines;
- C
![[BOND]](http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif)
N bond formation; - Dapson;
- diamines;
- iridium;
- P,N ligands;
- unsymmetrical alkylation
Abstract
An iridium catalyst – stabilized by an anionic P,N ligand – was used for the symmetrical and unsymmetrical monoalkylation of para-, meta-, and ortho-benzenediamines. Benzyl and aliphatic alcohols were used as alkylating reagents. 28 derivatives were synthesized. 14 of them are new compounds. Furthermore, the alkylation of the pharmacological important diamine Dapson® (dapsone) is described. 14 dapsone derivatives were synthesized among them 9 new compounds.