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Uncaging Alcohols Using UV or Visible Light Photoinduced Electron Transfer to 9-Phenyl-9-tritylone Ethers
Derek M Denning1, Nichole J Pedowitz1, Matthew D Thum1
1Department of Chemistry and Biochemistry, University of Maryland , College Park, Maryland 20742, United States.
Abstract:
The clean and efficient photorelease of primary and secondary alcohols is reported from the deprotection of a new photoremovable protecting group, the 9-phenyltritylone (PTO) group. Deprotection is initiated by 350 nm excitation of the PTO chromophore in the presence of triethylamine or using 447 nm light in the presence of a visible light absorbing photocatalyst and triethylamine. Laser flash photolysis results are reported in support of a proposed deprotection mechanism for the release of alcohols on a ca. 20 μs time scale.
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