2,5-Dimethylphenacyl carbonates: a photoremovable protecting group for alcohols and phenols
Jazyk angličtina Země Anglie, Velká Británie Médium print-electronic
Typ dokumentu časopisecké články, práce podpořená grantem
PubMed
15616690
DOI
10.1039/b408851d
Knihovny.cz E-zdroje
- MeSH
- alkoholy chemie MeSH
- benzenové deriváty chemická syntéza chemie MeSH
- fenoly chemie MeSH
- fotochemie MeSH
- fotolýza MeSH
- kvantová teorie MeSH
- lasery MeSH
- molekulární struktura MeSH
- uhličitany chemická syntéza chemie MeSH
- ultrafialové záření MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- alkoholy MeSH
- benzenové deriváty MeSH
- fenoly MeSH
- uhličitany MeSH
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 Phi= 0.1-0.2 in methanol and Phi= 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.
Citace poskytuje Crossref.org
Visible-to-NIR-Light Activated Release: From Small Molecules to Nanomaterials
Photoremovable protecting groups in chemistry and biology: reaction mechanisms and efficacy
The power of solvent in altering the course of photorearrangements