Theoretical Clarification of Overall Mechanism in the Cross-Coupling Reaction between Conjugated Diene and Heterocyclic Compound by Ru(0) Catalyst

Mechanistic studies for linear cross-dimerization between 2,3-dimethylbuta-1,3-diene and 2,5-dihydrofuran by a Ru(0) complex, Ru(η6-naphthalene) (η4–1,5-COD), were performed computationally. The rate-determining steps of main and side reactions are different mechanisms, and correspond to the reducti...

Full description

Saved in:
Bibliographic Details
Published inJournal of Computer Chemistry, Japan Vol. 15; no. 6; pp. 215 - 216
Main Authors DEGUCHI, Hikaru, NISHIKUBO, Ryo, OOTSUKI, Kouta, KOMASAKI, Hiroki, KAWAUCHI, Susumu
Format Journal Article
LanguageJapanese
English
Published Society of Computer Chemistry, Japan 2016
Subjects
cross-dimerization
DFT calculations
oxidative coupling
reductive elimination
Ru complex
Online AccessGet full text

Cover

More Information
Summary:Mechanistic studies for linear cross-dimerization between 2,3-dimethylbuta-1,3-diene and 2,5-dihydrofuran by a Ru(0) complex, Ru(η6-naphthalene) (η4–1,5-COD), were performed computationally. The rate-determining steps of main and side reactions are different mechanisms, and correspond to the reductive elimination step and the oxidative coupling step, respectively. This suggests that the yield of the main product may be improved by modification of the heterocyclic compound or catalyst structure. In addition, the computational studies predicted that cross-dimerization between 2,3-dimethylbuta-1,3-diene and 2,5-dihydropyrrole may occur via a similar reaction mechanism.
ISSN:1347-1767
1347-3824
DOI:10.2477/jccj.2016-0055