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Updated: Jan 25, 2026

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
Published on: June 23, 2019
Kinetically Controlled Synthesis of Four- and Six-Member Cyclic Products via Sequential Aryl-Aryl Coupling on a
Abstract:
We synthesize four- and six-member cyclic products via sequential multi-step aryl-aryl coupling reactions of 2,3,6,7,10,11-hexabromotriphenylene molecules on a Au(111) surface. The final products as well as the organo-gold intermediate structures are identified using scanning tunneling microscopy and density-functional theory simulation. By adjusting reaction temperature and post-annealing temperature, we enhance/suppress the yields of the four-member and six-member cyclic products. We propose an underlying mechanism which is associated with different reaction kinetics of the first-order and second-order reactions. This work exemplifies intricate kinetically-controlled on-surface synthesis when multiple reactions of different reaction order are involved.
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