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Synthesis of bi- and tetradentate poly-Lewis acids by hydroalumination of poly-alkynyl-anthracene derivatives.

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Photo-dimers of 1,5-diethynylanthracene and 1,5-bis[(trimethylsilyl)ethynyl]anthracene, obtained by UV radiation of the monomers, were treated with the bulky aluminium hydride [(SiMe3)2HC]2AlH in hydroalumination reactions. Hydroalumination of the tetraethynyl-substituted anthracene photo-dimers (syn… Click to show full abstract

Photo-dimers of 1,5-diethynylanthracene and 1,5-bis[(trimethylsilyl)ethynyl]anthracene, obtained by UV radiation of the monomers, were treated with the bulky aluminium hydride [(SiMe3)2HC]2AlH in hydroalumination reactions. Hydroalumination of the tetraethynyl-substituted anthracene photo-dimers (syn and anti) led to fourfold aluminium-functionalized Janus-like products with two aluminium functions on each side oriented towards the same direction. The reactions of the monomeric anthracene derivatives with [(SiMe3)2HC]2AlH afforded semi-flexible bidentate Lewis acids, which are interesting building blocks for molecular chains bearing multiple Lewis-acidic functions. The aluminium-functionalized anti-photo-dimer was treated with various donor molecules to gain insight into its host-guest chemistry. All poly-Lewis acids and their adducts were characterized by X-ray diffraction experiments, multinuclear NMR spectroscopy and by elemental analyses.

Keywords: poly lewis; lewis acids; hydroalumination; poly; anthracene derivatives

Journal Title: Dalton transactions
Year Published: 2022

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