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Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability.

ABSTRACT: Previously described Lewis superacids are moisture sensitive and predominantly hard in character-features that severely limit their widespread use in orbital-controlled reactions and under non-inert conditions. Described here are adducts of bis(perchlorocatecholato)germane, the first hard and soft Lewis superacid based on germanium. Remarkably, the synthesis of this compound is performed in water, and the obtained H₂ O adduct constitutes a strong Brønsted acid. If applied as an adduct with aprotic donors, it displays excellent activity in a diverse set of Lewis acid catalyzed transformations, covering hydrosilylation, hydrodefluorination, transfer hydrogenation, and carbonyl-olefin metathesis. Given the very straightforward synthetic access from two commercially available precursors, the unlimited water stability and the soft Lewis acidic character, it promotes the transfer of Lewis superacidity into organic synthesis and materials science.

SUBMITTER: Roth D

PROVIDER: S-EPMC7693072 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature

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Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability.

Roth Daniel D Wadepohl Hubert H Greb Lutz L

Angewandte Chemie (International ed. in English) 20200911 47

Previously described Lewis superacids are moisture sensitive and predominantly hard in character-features that severely limit their widespread use in orbital-controlled reactions and under non-inert conditions. Described here are adducts of bis(perchlorocatecholato)germane, the first hard and soft Lewis superacid based on germanium. Remarkably, the synthesis of this compound is performed in water, and the obtained H<sub>2</sub> O adduct constitutes a strong Brønsted acid. If applied as an adduct ...[more]

PMID: 32776679

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