58751-68-1Relevant academic research and scientific papers
o-Nitroaryldioxolane for protection of pheromones. Study of the photodelivery of carbonylic compounds
Ceita, Luisa,Maiti, Amiya K.,Mestres, Ramon,Tortajada, Amparo
, p. 1023 - 1055 (2007/10/03)
o-Nitrophenyldioxolanes 1 to 12 have been prepared and the rate of their photocleavage determined Steric congestion in the molecule causes a decrease of the reaction rate. The decrease in the rate is especially important in the presence of a nitro group in a second phenyl ring.
o-Nitrophenylethylene glycol as photoremovable protective group for aldehydes and ketones: syntheses, scope, and limitations
Gravel, D.,Herbert, J.,Thoraval, D.
, p. 400 - 410 (2007/10/02)
The preparation of o-nitophenylethylene glycol is described along with its application as a photolabile protective group for aldehydes and ketones.Formation of the acetals and ketals is achieved in good to high yields in the usual manner and deprotection is carried out in fair to high yield, by photolysis at 350 nm in an inert solvent such as benzene.Because of the particular nature of the present protective group, its stability to basic and acidic conditions has been examined and is reported to complete the scope and limitations aspect.From a mechanistic point of view, the isolation and characterisation of o-nitroso-α-hydroxyacetophenone as the spent reagent demonstrates a mechanistic link with the known o-nitrobenzaeldehyde to o-nitrobenzoic acid photorearrangement.
