Density functional theory (DFT) calculations were utilized to reveal the effect of highly efficient transition metal catalysis in inverse electron demand Diels-Alder (IEDDA) reactions. The silver-catalyzed IEDDA reactions of 1,2-diazines and siloxy alkynes were investigated to highlight the effect of the catalyst and its mode of action. Two different reaction pathways, concerted and stepwise, were explored as well as the uncatalyzed reaction. Computations elucidate the details of the highly efficient Ag catalyst in IEDDA reaction, and are consistent with previous experimental studies. The mode of action for the catalyst is fully revealed and its specific effect on the regioselectivity/specificity of the reaction is established.
Bibliographical noteKAUST Repository Item: Exported on 2020-10-01
Acknowledgements: Calculations were partially performed at the TUBITAK ULAKBIM, High Performance and Grid Computing Center (TRUBA resources) as well as the computational resources at CCBG (www.ccbg.chem.boun.edu.tr) funded by the Bogazici University Research Fund (BAP Project No: 5156 and BAP-SUP Project No: 8245). B.D thanks Gebze Technical University Research Fund (BAP Project No: 2018-A105-32) for the financial support. The authors thank Assist. Prof. Yunus Emre Turkmen (Bilkent University, Ankara, Turkey) for fruitful discussions