Isotope effects in photochemistry: application to chromatic orthogonality

Blanc, Aurélien; Bochet, Christian G.

doi:10.1021/ol070820h

Back

Journal article

Isotope effects in photochemistry: application to chromatic orthogonality

Blanc, Aurélien Department of Chemistry, University of Fribourg, Switzerland
Bochet, Christian G. Department of Chemistry, University of Fribourg, Switzerland

08.06.2007

Published in:

Organic Letters. - 2007, vol. 9, no. 14, p. 2649-2651

English The main challenge in developing new wavelength-specific photolabile protecting groups is the rigorous control of the photolysis rate. This rate is controlled by two factors: the chromophore absorbance and the reaction quantum yield. Fine-tuning the properties by changing substituents or structural features is difficult, because both factors are independently affected. By the use of the kinetic isotope effect, we could tune the quantum yield without altering the absorbance, and hence control the overall reaction rate. We exemplified this approach with chromatically orthogonally protected diesters.

Faculty

Faculté des sciences et de médecine

Department

Département de Chimie

Language