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Breaking the bottleneck: stilbene as a model compound for optimizing 6π e- photocyclization efficiency
Joshua Seylar1, Dmytro Stasiouk2, Davide L Simone3
1School of Polymer Science and Polymer Engineering, The University of Akron Akron OH 44325 USA rmckenzie@uakron.edu.
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.
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