Abstract
AbstractThe mechanisms of the domino reactions between 4,6‐diphenyl‐1,2,3,5‐tetrazine (TTZ 1) and 3,6‐diphenyl‐1,2,4,5‐tetrazine (TTZ 2) with amidine 3, have been studied at the M06‐2X/6‐311G(d,p) level of theory. The domino reactions of TTZ1 with amidine comprise three consecutive reactions, an aza Diels‐Alder (ADA) reaction with a stepwise mechanism, a retro Diels‐Alder (rDA) reaction, and an amine elimination process, which leads to the resulting aromatic triazine ring. However, the most favorable pathway for domino reaction of the amidine with TTZ2 consists of nucleophilic addition, N2 elimination, and cyclization steps which is deal with the formation of a neutral intermediate. The N2 loss step in both mechanisms is spontaneously, with extremely exergonic formation of the corresponding intermediates. Finally, NH3 is removed through an irreversible intramolecular elimination. The global electron density transfer (GEDT) calculations unleash the polar natures of the first step of the reactions.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
