| Literature DB >> 27690327 |
Maximilian Moxter1, Jan Tillmann1, Matthias Füser1, Michael Bolte1, Hans-Wolfram Lerner1, Matthias Wagner2.
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.Entities:
Keywords: C−C coupling; Sila-McMurry reaction; alkenes; dichlorosilylene; reaction mechanism
Year: 2016 PMID: 27690327 DOI: 10.1002/chem.201603720
Source DB: PubMed Journal: Chemistry ISSN: 0947-6539 Impact factor: 5.236