Isonitrile Photochemistry: A Functional Group Class Coming in from the Cold

Chemistry. 2024 Nov 15;30(64):e202402350. doi: 10.1002/chem.202402350. Epub 2024 Oct 30.

Abstract

Starting from a historical background that acknowledges isonitriles as a neglected class of compounds due to their unpleasant smell and hardly controlled reaction conditions with open shell species, the present concept article aims at highlighting the seeds of the modern isonitrile photochemistry. Representative essential transformations achieved via either UV light irradiation or radical initiators at high temperatures are brought into play to draw a parallel with the current literature relying on the exploitation of visible light photochemical methods. Such a comparison points out the potential of this enabling technology to further expand the scope of isonitrile chemistry and the unmet challenges which makes it a very stimulating field.

Keywords: Isonitriles; Photochemistry; Visible-light photoredox catalysis; α-Fragmentation; β-Fragmentation.