Journal
RSC ADVANCES
Volume 11, Issue 12, Pages 6504-6508Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ra10619d
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- Air Force Research Laboratory Scholars Program
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TEMPO was found to be more suitable for the photocyclization of stilbene compared to iodine, resulting in higher yields of phenanthrene in shorter times and reduced undesired [2+2] cycloadditions. Iodine was shown to retard phenanthrene formation by promoting isomerization to (E)-stilbene, which in turn encouraged [2+2] cycloaddition reactions.
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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