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Photochemically Induced Ring Opening of Spirocyclopropyl Oxindoles: Evidence for a Triplet 1,3‐Diradical Intermediate and Deracemization by a Chiral Sensitizer

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Li, Xinyao ; Kutta, Roger J. ; Jandl, Christian ; Bauer, Andreas ; Nuernberger, Patrick ; Bach, Thorsten
License: Creative Commons Attribution Non-commercial 4.0
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Date of publication of this fulltext: 23 Mar 2021 06:16


The photochemical deracemization of spiro[cyclopropane-1,3 '-indolin]-2 '-ones (spirocyclopropyl oxindoles) was studied. The corresponding 2,2-dichloro compound is configurationally labile upon direct irradiation at lambda=350 nm and upon irradiation at lambda=405 nm in the presence of achiral thioxanthen-9-one as the sensitizer. The triplet 1,3-diradical intermediate generated in the latter ...


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