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Synthesis of Fullerene–Fluorene Dyads through the Platinum-Catalyzed Reactions of [60]Fullerene with 9‑Ethynyl‑9H‑fluoren-9-yl Carboxylates

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journal contribution
posted on 17.06.2019, 00:00 by Michio Yamada, Mayu Takizawa, Yoko Nukatani, Mitsuaki Suzuki, Yutaka Maeda
The single-step regio- and stereoselective platinum-catalyzed reactions of [60]­fullerene with a series of 9-ethynyl-9H-fluoren-9-yl carboxylates afforded fullerene–fluorene dyads in their [2 + 2] cycloaddition forms. The presented reactions represent the first examples of the use of easily accessible fluorenyl carboxylates as fluorenylideneallene precursors. In addition, the single-crystal X-ray structure of one of the dyads reveals a distorted cyclobutane ring. Furthermore, the dyad forms a layered structure with close-packed arrays of C60 spheres in its crystals.