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The synthesis of pyrrole from C4‐olefinated isoxazole catalyzed by ruthenium: A density functional theory study
Author(s) -
Liu Haibo
Publication year - 2021
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.4178
Subject(s) - chemistry , isoxazole , ruthenium , density functional theory , pyrrole , catalysis , computational chemistry , molecule , combinatorial chemistry , photochemistry , medicinal chemistry , organic chemistry
The mechanisms of ruthenium‐catalyzed synthesis of pyrrole from C4‐olefinated isoxazole were investigated by employing the density functional theory (DFT) calculations. Three main steps are included in this reaction: NO cleavage, 1,5‐cyclization, and H‐transfer steps. The H‐transfer is calculated to be the rate‐determining step with the overall barrier of 19.7 kcal/mol. The role of Cu(OAc) 2 employed in this reaction is to supply HOAc molecule, which could reduce the barrier of the rate‐determining step to make the step more feasible.