Benzenoid ring contractions in the thermal automerization of acenaphthylene |
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| Authors: | Lawrence T Scott Nicolas H Roelofs |
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| Institution: | Department of Chemistry and Center for Advanced Study University of Nevada, Reno, Nevada 89557 U.S.A. |
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| Abstract: | Acenaphthylene-1-13C (1) rearranges at high temperatures in a flow system to give acenaphthylene-5-13C (2) and acenaphthylene-4-13C (3) in a 1:1 ratio as the primary products. This apparent migration of a labeled carbon atom from the bridge to the most remote sites in the molecule can be understood in terms of a benzenoid ring contraction mechanism. |
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