2,5-Dimethylphenacyl carbonates: A photoremovable protecting group for alcohols and phenols
| Autor: | Jaromír Literák, Petr Klán, Jakob Wirz |
|---|---|
| Rok vydání: | 2005 |
| Předmět: |
Cyclohexane
Photochemistry Ultraviolet Rays Carbonates 010402 general chemistry Phenacyl 01 natural sciences Medicinal chemistry chemistry.chemical_compound Phenols Benzene Derivatives Molecule Physical and Theoretical Chemistry Protecting group Photolysis Molecular Structure 010405 organic chemistry Lasers Chromophore 0104 chemical sciences chemistry Alcohols Quantum Theory Flash photolysis Methanol |
| Zdroj: | Photochemical & Photobiological Sciences. 4:43-46 |
| ISSN: | 1474-9092 1474-905X |
| DOI: | 10.1039/b408851d |
| Popis: | Synthesis and photochemistry of a photochemically removable protecting group for alcohols and phenols, based on the 2,5-dimethylphenacyl (DMP) chromophore, is described. DMP carbonates release the corresponding hydroxy group containing molecules in high isolated yields (>70%), with quantum yields Φ = 0.1–0.2 in methanol and Φ = 0.36–0.51 in cyclohexane. The reactions proceed predominantly by the triplet pathway via E-photoenols, the lifetimes of which of approximately 2 s or 3 ms in cyclohexane or methanol, respectively, were determined by laser flash photolysis. |
| Databáze: | OpenAIRE |
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