Publication details

2,5-Dimethylphenacyl Esters: A Photoremovable Protecting Group for Phosphates and Sulfonic Acids

Authors

KLÁN Petr PELLICCIOLI Anna Paola POSPÍŠIL Tomáš WIRZ Jakob

Year of publication 2002
Type Article in Periodical
Magazine / Source Photochemical and Photobiological Sciences
MU Faculty or unit

Faculty of Science

Citation
Field Organic chemistry
Keywords photoremovable protecting groups; photochemistry
Description 2,5-Dimethylphenacyl phosphoric and sulfonic esters release the corresponding acids upon irradiation in nearly quantitative isolated yields, with quantum yields F = 0.71 and 0.68 in methanol, 0.09 and 0.19 in benzene. In methanol solution the reactions proceed predominantly via the Z-photoenol, the lifetimes of which (20 and 25 microseconds) were determined by laser flash photolysis. The chromophore is proposed as an excellent photoremovable protecting group for use in organic synthesis and biochemistry.
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