Abstract
The reactions of 2-alkoxy-1,3,2-dioxaphospholane 2-oxide with various nucleophiles were studied both experimentally and theoretically. These studies show that 5-membered ring phosphate triesters act as ambident electrophiles: hard and bulky nucleophiles attack at the phosphorus while soft nucleophiles attack at the ring carbon.
| Original language | English |
|---|---|
| Pages (from-to) | 420-424 |
| Number of pages | 5 |
| Journal | Phosphorus, Sulfur and Silicon and the Related Elements |
| Volume | 183 |
| Issue number | 2-3 |
| DOIs | |
| Publication status | Published - Feb 1 2008 |
Keywords
- 2-Alkoxy-1,3,2-dioxaphospholane 2-oxide
- Electrophilicity
- Hard and soft nucleophiles
- Steric bulk
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Inorganic Chemistry
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Cite this
Ashkenazi, N., Segall, Y., Karton, Y., Zade, S. S., & Bendikov, M. (2008). Ambident electrophilicity of 5-membered ring phosphate triesters. Phosphorus, Sulfur and Silicon and the Related Elements, 183(2-3), 420-424. https://doi.org/10.1080/10426500701735452