Utilization of the Heavy Atom Effect for the Development
of a Photosensitive 8‑Azacoumarin-Type Photolabile Protecting
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Abstract
A remarkable improvement
of the photochemical properties of coumarin-type
photolabile protecting groups was achieved by iodine substitution.
The newly identified 7-hydroxy-6-iodo-8-azacoumarin (8-aza-Ihc)-caged
acetate showed excellent photolytic efficiency, significantly higher
than that of the corresponding bromine-containing coumarin- and azacoumarin-type
caging groups. The results provide a solid approach to improving the
photosensitivity of photolabile protecting groups