Issue 12, 2021

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

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

Supplementary files

Article information

Article type
Paper
Submitted
17 12 2020
Accepted
25 1 2021
First published
05 2 2021
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2021,11, 6504-6508

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

J. Seylar, D. Stasiouk, D. L. Simone, V. Varshney, J. E. Heckler and R. McKenzie, RSC Adv., 2021, 11, 6504 DOI: 10.1039/D0RA10619D

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