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Tetraarylethylenes From Diarylmethanones and Hexachlorodisilane: The "Sila-McMurry" Reaction

Maximilian Moxter, Jan Tillmann, Matthias Füser, Michael Bolte, Hans-Wolfram Lerner, Matthias Wagner

Chemistry. 2016 Nov 2;22(45):16028-16031.

PMID: 27690327

Abstract:

Hexachlorodisilane reacts with diarylmethanones (aryl=C6 H5 , 4-MeC6 H4 , 4-tBuC6 H4 , 4-ClC6 H4 , 4-BrC6 H4 ) to furnish the corresponding tetraarylethylenes in good yields. The reductive conversion requires temperatures of about 160 °C and reaction times of 60-72 h. In the initial step, the Lewis-basic carbonyl groups likely generate low-valent [SiCl2 ] as an analogue of [TiCl2 ] in the classical McMurry reaction. The coupling sequence further proceeds via benzopinacolones, which have been isolated as key intermediates.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP13465775 Hexachlorodisilane Hexachlorodisilane 13465-77-5 Price
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