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Synthesis 2017; 49(07): 1623-1631
DOI: 10.1055/s-0036-1588921
DOI: 10.1055/s-0036-1588921
paper
Regioselective Radical Arylation of Aromatic Diamines with Arylhydrazines
Further Information
Publication History
Received: 15 October 2016
Accepted after revision: 14 November 2016
Publication Date:
07 December 2016 (online)
Abstract
The arylation of aromatic diamines with arylhydrazine hydrochlorides was achieved in reasonable yields. This new and simple reaction occurred at room temperature in air using an inexpensive base. This transformation seems to proceed via a homolytic aromatic substitution (HAS) mechanism. The synthesized aromatic diamines are used as raw materials for polyimides, including important aerospace materials, for example, Kapton®.
Key words
C–H arylation - aromatic diamine - homolytic aromatic substitution - arylhydrazine - 4,4′-diaminodiphenyl ether - Kapton®Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588921.
- Supporting Information
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For reviews on HAS reactions, please see: