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Catalyst-Free Synthesis of Aryl Diamines via a Three-Step Reaction Process.
Journal article

Catalyst-Free Synthesis of Aryl Diamines via a Three-Step Reaction Process.

  • Bulut S Institut des Sciences et Ingénierie Chimiques, École Polytechnique Fédérale de Lausanne (EPFL) , Valais Wallis , CH-1951 Sion , Switzerland.
  • Queen WL Institut des Sciences et Ingénierie Chimiques, École Polytechnique Fédérale de Lausanne (EPFL) , Valais Wallis , CH-1951 Sion , Switzerland.
  • 2018-03-07
Published in:
  • The Journal of organic chemistry. - 2018
Organic Chemistry
English The formation of C-N bonds with aryl amines is one of the most widely studied reactions in organic chemistry. Despite this, it is still highly challenging, often requiring expensive, precious metal-based catalysts. Here we report an easy catalyst-free methodology for constructing C-N bonds. The method, which proceeds via the in situ formation of closed ring amidinium ions, allows the preparation of a series of symmetrical and/or unsymmetrical aryl diamines in notably high yields (82-98%) and purity and with a variety of different substituents. The methodology is shown successful for the preparation of aryl diamines having para- and/or meta-substituted carboxyl, nitro, bromo, methoxy, or methyl groups. This green synthetic pathway, which is catalyst free, requires only three steps, and proceeds without the need for purification. Further, it is a new sustainable, economically viable method to achieve an otherwise challenging bond formation.
Language
  • English
Open access status
closed
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Persistent URL
https://sonar.ch/global/documents/214978
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