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Planar Tetraindolodipleiadiene via Zirconium-Promoted Intramolecular Indolyl C4-H Homocoupling.

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A novel N-rimmed PAH molecule containing a dipleiadiene core (TIDP) was designed and synthesized from indole, wherein a ZrCl4-promoted intramolecular C4-H homocoupling reaction of the indole moieties was the key… Click to show full abstract

A novel N-rimmed PAH molecule containing a dipleiadiene core (TIDP) was designed and synthesized from indole, wherein a ZrCl4-promoted intramolecular C4-H homocoupling reaction of the indole moieties was the key approach. TIDP exhibited a nearly full planar structure and antiaromaticity of the two embedded heptagonal rings. The extremely stable radical cation TIDP•+·PF6- was isolated quantitatively by oxidation with AgPF6.

Keywords: via zirconium; zirconium promoted; intramolecular indolyl; promoted intramolecular; planar tetraindolodipleiadiene; tetraindolodipleiadiene via

Journal Title: Organic letters
Year Published: 2022

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