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; P. Candela; C. Gomez; J. Gomis; A. Guijarro; F. Huerta; E. Lorenzo; R. Perez; J. Ortiz; I. Pastor; G. Radivoy; P. Ronda; M. Yus

doi:10.3390/ecsoc-4-01800

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Arene-Catalysed Reductive Cleavage of the Benzylic Carbon-Sulfur Bond: Generation of Benzylic Lithium Reagents.

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

P. Candela

C. Gomez

J. Gomis

A. Guijarro

F. F. Huerta

E. Lorenzo

R. Perez

J. J. Ortiz

I. Pastor

G. E. Radivoy

P. Ronda

M. Yus

¹ Departamento de Quimica Organica, Universidad de Alicante, E-03080 Alicante, Spain

Published: 11 September 2000 by MDPI in The 4th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-4-01800

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.

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