Photochemical amplifier based on self-immolative dendritic spacers
- Kastrati, Agonist Department of Chemistry, University of Fribourg, Switzerland
- Bochet, Christian G. Department of Chemistry, University of Fribourg, Switzerland
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21.06.2019
Published in:
- The Journal of Organic Chemistry. - 2019, vol. 84, no. 12, p. 7776–7785
English
A self-immolative dendritic structure was synthesized. It is based on phenol derivatives with three hydroxymethyl arms at both ortho and para positions of the core unit, potentially releasing up to 27 leaving groups in a third-generation dendrimer. The triggering event is the photolysis of a photosentive ortho-nitrobenzyl group. In doing so, we expected to transform a weak chemical or photochemical input into a large chemical output, which fulfills the definition of a molecular amplifier. Such dendrimers could find application as an indicator, a drug-delivery vector, or a solubilizing agent. The prepared dendrimer indeed released up to 27 leaving groups upon photolysis at 360 nm.
- Faculty
- Faculté des sciences et de médecine
- Department
- Département de Chimie
- Language
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- English
- Classification
- Chemistry
- License
- License undefined
- Identifiers
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- RERO DOC 326952
- DOI 10.1021/acs.joc.9b00651
- Persistent URL
- https://folia.unifr.ch/unifr/documents/308068
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