Journal
ORGANIC LETTERS
Volume 9, Issue 20, Pages 3937-3940Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol7015516
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Flash vacuum pyrolysis (FVP) of [5]helicene induces a thermal cyclodehydrogenation to form benzo[ghi]perylene. Evidence is presented that supports an electrocyclization-rearomatization mechanism and is inconsistent with mechanistic alternatives involving the intermediacy of aryl radicals or carbenes in the helicene fjord region.
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