Sunscreen-assisted selective photochemical transformations

Research output: Contribution to journalReview articlepeer-review

4 Scopus citations

Abstract

In this review, we describe a simple and general procedure to accomplish selective photochemical reaction sequences for two chromophores that are responsive to similar light frequencies. The essence of the method is based on the exploitation of differences in the molar absorptivity at certain wavelengths of the photosensitive groups, which is enhanced by utilizing light-absorbing auxiliary filter molecules, or "sunscreens". Thus, the filter molecule hinders the reaction pathway of the least absorbing molecule or group, allowing for the selective reaction of the other. The method was applied to various photochemical reactions, from photolabile protecting group removal to catalytic photoinduced olefin metathesis in different wavelengths and using different sunscreen molecules. Additionally, the sunscreens were shown to be effective also when applied externally to the reaction mixture, avoiding any potential chemical interactions between sunscreen and substrates and circumventing the need to remove the light-filtering molecules from the reaction mixture, adding to the simplicity and generality of the method.

Original languageEnglish
Article numbermolecules25092125
JournalMolecules
Volume25
Issue number9
DOIs
StatePublished - 1 May 2020

Keywords

  • Chromatic selectivity
  • Photochemistry
  • Photoinduced olefin metathesis
  • Photolabile protecting groups
  • Sunscreen

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Sunscreen-assisted selective photochemical transformations'. Together they form a unique fingerprint.

Cite this