This submission belongs to the session a. General Organic Synthesis of the event The 4th International Electronic Conference on Synthetic Organic Chemistry
Published date
11 Sep, 2000
Citation
M. Yus, P. Ronda, G. E. Radivoy, I. Pastor, J. J. Ortiz, R. Perez, E. Lorenzo, F. F. Huerta, A. Guijarro, J. Gomis, C. Gomez, P. Candela, F. Alonso, Nickel-promoted Reductive Cleavage of Nitrogen-nitrogen and Nitrogenoxygen Bonds Mediated by Lithium and a Catalytic Amount of an Arene or Polymer Supported Arene, in Proceedings of The 4th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2000, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-4-01800
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Nickel-promoted Reductive Cleavage of Nitrogen-nitrogen and Nitrogenoxygen Bonds Mediated by Lithium and a Catalytic Amount of an Arene or Polymer Supported Arene
F. Alonso 1
P. Candela 1
C. Gomez 1
J. Gomis 1
A. Guijarro 1
F. F. Huerta 1
E. Lorenzo 1
R. Perez 1
J. J. Ortiz 1
I. Pastor 1
G. E. Radivoy 1
P. Ronda 1
M. Yus 1
1. Departamento de Quimica Organica, Universidad de Alicante, E-03080 Alicante, Spain
Abstract
The NiCl2·2H2O/Li/DTBB (10 mol%) combination allows the reduction of aromatic hydrazines 1 (to amines), azo compounds 2 (to primary amines), azoxy compounds 3 (to azo compounds or to primary amines, depending on the reaction conditions) or amine N-oxides 4 (to tertiary amines), under mild reaction conditions (THF, room temperature). The reaction can be alternatively carried out in the presence of a polymer supported arene instead of DTBB as electron carrier.
Keywords
nickel
arene- and polymer supported arene
lithium
reduction
nitrogen containing compounds.
The 1,2,4-Triazolyl Cation: Thermolytic and Photolytic Studies
Arene-Catalysed Reductive Cleavage of the Benzylic Carbon-Sulfur Bond: Generation of Benzylic Lithium Reagents.