FeCl3‐Mediated Oxidative Spirocyclization of Difluorenylidene Diarylethanes Leading to Dispiro[fluorene‐9,5′‐indeno[2,1‐a]indene‐10′,9′′‐fluorene]s |
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| Authors: | Dr Jian Zhao Zhanqiang Xu Dr Kazuaki Oniwa Prof Naoki Asao Prof Yoshinori Yamamoto Prof Tienan Jin |
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| Affiliation: | 1. WPI‐Advanced Institute for Materials Research (WPI‐AIMR), Tohoku University, 2‐1‐1, Aoba‐ku Katahira, Sendai 980‐8577 (Japan);2. State Key Laboratory of Fine Chemicals and School of Chemistry, Dalian University of Technology, Dalian 116023 (China) |
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| Abstract: | A novel FeCl3‐mediated oxidative spirocyclization for construction of a new class of di‐spirolinked π‐conjugated molecules, dispirofluorene‐9,5′‐indeno2,1‐a]indene‐10′,9′′‐fluorene]s (DSFIIFs), has been reported. The combination of FeCl3 with FeO(OH) triggered an unprecedented double one‐electron oxidation of difluorenylidene diarylethanes to afford the corresponding dispirocycles in high yields. The highest fluorescence quantum yield was up to 0.94 in solution. This protocol is also applicable to the synthesis of the non‐spirolinked dihydroindenoindenes. |
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| Keywords: | conjugation fluorescence materials science oxidation spirocompounds |
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