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Open AccessReview

Sunscreen-Assisted Selective Photochemical Transformations

by Or Eivgi 1,* and N. Gabriel Lemcoff 1,2,*
1
Department of Chemistry, Ben-Gurion University of the Negev, Beer-Sheva 84105, Israel
2
Ilse Katz Institute for Nanoscale Science and Technology, Ben-Gurion University of the Negev, Beer-Sheva 84105, Israel
*
Authors to whom correspondence should be addressed.
Academic Editor: Diego Sampedro
Molecules 2020, 25(9), 2125; https://doi.org/10.3390/molecules25092125
Received: 9 April 2020 / Revised: 25 April 2020 / Accepted: 29 April 2020 / Published: 1 May 2020
(This article belongs to the Special Issue Natural and Artificial Photoprotective Agent)
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. View Full-Text
Keywords: photochemistry; sunscreen; chromatic selectivity; photolabile protecting groups; photoinduced olefin metathesis photochemistry; sunscreen; chromatic selectivity; photolabile protecting groups; photoinduced olefin metathesis
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MDPI and ACS Style

Eivgi, O.; Lemcoff, N.G. Sunscreen-Assisted Selective Photochemical Transformations. Molecules 2020, 25, 2125.

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