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7.1.9.4.2 Variation 2: From Active Metals

DOI: 10.1055/sos-SD-007-00207

Oishi, M.Science of Synthesis, (20047276.

A variety of active metals [metal(0) reagents] have been employed for the generation of triorganoaluminum compounds from tetraorganoaluminates. There are two synthetic methods, both of which are only published in patents. The first method involves electrolysis of sodium or potassium tetraorganoaluminates in a closed cycle using a sacrificial aluminum anode and cathodes of other metals which do not alloy with sodium or potassium.[‌148‌,‌149‌] The method is also useful for the preparation of diorganomagnesium compounds from the aluminates. The second method uses an active metal, e.g. aluminum amalgam[‌150‌] or tin, antimony, or silicon with organic halides;[‌151‌] the latter metalorganic halide system coproduces other organometallics, from which triorganoaluminum compounds are usually isolated by distillation. Representative examples are shown in Scheme 27.

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