Journal
JOURNAL OF PHYSICAL CHEMISTRY A
Volume 121, Issue 6, Pages 1351-1361Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jpca.6b12195
Keywords
-
Funding
- National Natural Science Foundation of China [21333004, 21361140376, 21673110]
Ask authors/readers for more resources
We proposed and implemented a combined molecular dynamics and coordinate driving (MD/CD.) method for automatically searching multistep reaction pathways of chemical reactions. In this approach, the molecular dynamic (MD) method at the molecular mechanics (MM) or semiempirri cal quantum mechanical (QM) level is employed to explore the conformational space of the minimum structures, and the modified coordinate driving (CD) method is used to build reaction pathways for representative conformers. The MD/CD method is first applied to two model reactions (the Claisen rearrangement anctithe intermolecular aldol reaction). By comparing the: obtained results with those of the existing methods, we found that the MD/CD method has a comparable performance in searching low-energy reaction pathways. Then, the MD/CD method is further applied to investigate two reactions: the electrocyclic reaction of benzocyclobutene-7carboxaldehyde arid the intramolecular Diels,=Alder reaction of ketothioester with 11 effectively rotatable single bonds. For the first reaction, our results can correctly account for its torquoselectivity. For the second one, our method predicts eight reaction channels, leading to eight different stereo-arid regioselective products. The MD/CD method is expected to become an efficient and cost-effective theoretical tool for automatically searching low-energy reaction pathways for relatively complex chemical reactions.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available