Abstract
Recently, we reported an Ir-catalyzed formal [4 + 1] cycloaddition of biphenylenes with alkenes, which gave 9,9-disubstituted fluorenes in moderate to excellent yields. We proposed a reaction mechanism that involved the intermolecular insertion of alkenes, β-elimination, and intramolecular insertion based on the results of experimental mechanistic studies. Herein, we further support the proposed mechanism by density functional theory calculations and explain why [4 + 1] cycloaddition proceeds rather than conventional [4 + 2] cycloaddition.
| Original language | English |
|---|---|
| Pages (from-to) | 5228-5234 |
| Number of pages | 7 |
| Journal | ACS Omega |
| Volume | 2 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - 2017 |
ASJC Scopus subject areas
- Chemistry(all)
- Chemical Engineering(all)
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Takano, H., Sugimura, N., Kanyiva, K. S., & Shibata, T. (2017). DFT Studies on the Mechanism of the Iridium-Catalyzed Formal [4 + 1] Cycloaddition of Biphenylene with Alkenes. ACS Omega, 2(8), 5228-5234. https://doi.org/10.1021/acsomega.7b00403