Breaking the bottleneck: stilbene as a model compound for optimizing 6π e? photocyclization efficiency?

RSC Advances Pub Date: 2021-02-05 DOI: 10.1039/D0RA10619D

Abstract

TEMPO was more suitable at photocyclizing stilbene than iodine. As stilbene concentration increased, TEMPO produced a higher yield of phenanthrene at shorter times and significantly reduced the potential for undesired [2+2] cycloadditions. Iodine retarded phenanthrene formation because it promoted isomerization to (E)-stilbene which encouraged [2+2] cycloaddition.

Graphical abstract: Breaking the bottleneck: stilbene as a model compound for optimizing 6π e? photocyclization efficiency
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