State Key Laboratory of Elemento-Ogranic Chemistry, Nankai University, Tianjin 300071, China.
Org Lett. 2011 Nov 18;13(22):6054-7. doi: 10.1021/ol2025247. Epub 2011 Oct 20.
A detailed mechanism of N-alkylpyrrole formation from 3-pyrroline and 2-phenylpropanal in the presence of a Brønsted acid catalyst was investigated in depth using the MP2 and DFT theories. The two mechanisms proposed earlier in recent literatures for this internal redox process were evaluated and were found not to account perfectly for the transition state and the energetic barrier of its formation. Based on the present calculations, a new mechanism was put forth.
使用 MP2 和 DFT 理论深入研究了 Brønsted 酸催化剂存在下，3-吡咯啉和 2-苯基丙醛生成 N-烷基吡咯的详细机制。评估了近期文献中提出的两种用于此内部氧化还原过程的机制，发现它们不能完全解释过渡态及其形成的能垒。基于目前的计算，提出了一种新的机制。
