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Journals / Organic Communications / 2019 / Cilt: 12 - Sayı: 2

The halogen effecton the ring-opening ofgermacyclopropylidenoids to germaallenes

Cem B. YİLDİZ
Akın AZİZOĞLU
Pages
115–119
DOI
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

The theoreticalfindings revealedthat the stepwise fashion with the intermediacy of a free germacyclopropylidene is operative for the structure with germaniumatom on the carbenic position (1).

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Density functional theory calculations wereemployed to explore the ring–opening reaction mechanisms of mono germanium analogues of cyclopropylidenoids viaDoering–Moore–Skattebøl method.
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Key Findings & Data:The theoreticalfindings revealedthat the stepwise fashion with the intermediacy of a free germacyclopropylidene is operative for the structure with germaniumatom on the carbenic position (1).
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Conclusion & Impact:The energy barriers for chlorine substituted precursors are found to be lower than the fluorine and bromine substituted forms.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Özet

Density functional theory calculations wereemployed to explore the ring–opening reaction mechanisms of mono germanium analogues of cyclopropylidenoids viaDoering–Moore–Skattebøl method. The theoreticalfindings revealedthat the stepwise fashion with the intermediacy of a free germacyclopropylidene is operative for the structure with germaniumatom on the carbenic position (1). Moreover, the cyclopropylidene analogue (4) of the title structures proceedsviaconcerted manner for the corresponding ring-opening reaction. The calculated overall energy barrier to trigger the stepwise ring-opening reaction for 1is strongly higher than the concerted fashion for 4. Additionally, the effectof halogens(X = F, Cl, Br) on the reaction mechanism were also investigated. The energy barriers for chlorine substituted precursors are found to be lower than the fluorine and bromine substituted forms.

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Cite This Article

YİLDİZ, C. B., AZİZOĞLU, A. (2019). The halogen effecton the ring-opening ofgermacyclopropylidenoids to germaallenes. Organic Communications, Cilt: 12 - Sayı: 2, 115–119. https://ajindex.com/articles/288480

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References (1)

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