Reaction Mechanism of 2-Propynyl-Aniline with Propyne

Abstract:

The reaction mechanism of 2-propynyl-aniline with propyne catalyzed by AuCl3 has been studied by the B3PW91 method with the LANL2DZ effective core potential and basis set for gold, and 6-31G* and 6-311++G** basis set for C,H,O,Cl. The calculated results show that the reaction occurred through eight steps. The hydrogen migration step with the highest activation free energy of 198.13 kJ/mol is the rate determining step. The catalyst is easy to detach from the product with an activation of free energy of 48.83 kJ/mol. In addition, although the reaction has a relative high activation free energy, it can smoothly yield the indole derivatives because it is a strong exothermic reaction of 418.60 kJ/mol.

• Periodical: Advanced Materials Research (Volumes 396-398)
• Pages: 2249-2252
• DOI: https://doi.org/10.4028/www.scientific.net/AMR.396-398.2249
• Online since: November 2011
• Authors: Yuan Qiang Zhu
• Keywords: Density Function Theory (DFT), Gold Catalyst, Indole Derivatives, Reaction Mechanism

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