Hung, Yi NingYi NingHungWang, Yi ChingYi ChingWangChen, Zi JianZi JianChenJYE-SHANE YANG2024-01-232024-01-232024-01-0100094536https://scholars.lib.ntu.edu.tw/handle/123456789/638843The photocyclization of diarylethenes toward polycyclic aromatic hydrocarbons and analogs has been well-documented. However, stiff-stilbene was reported to be inactive, and examples of photocyclization-induced deamination remain unknown. Here, we report that ortho-(N,N-dimethylamino)-stiff-stilbene (1a) undergoes efficient photocyclization-induced deamination, forming the dicyclopenta-fused phenanthrene (DCPP) with good yield (65%) under anaerobic conditions. The relative reactivities of stiff-stilbenes with different o-amino substituents (1b–1g) or with an o-methoxy (1h) group, and those of o-(N,N-dimethylamino)stilbenes (2a and 2aMe), provide insights into the substituent and structural effects.enorganic chemistry | organic Synthesis | photochemistryjournal article10.1002/jccs.2023004272-s2.0-85181734599https://api.elsevier.com/content/abstract/scopus_id/85181734599