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Publication Details:

Title: Alkenyl- and aryl[2-(hydroxymethyl)phenyl]- dimethylsilanes: Tetraorganosilanes for the practical cross-coupling reaction

Author(s)Yoshiaki Nakao, Akhila K. Sahoo, Hidekazu Imanaka, Akira Yada, and Tamejiro Hiyama : Pure and Applied Chemistry 78, 435–440
Journal NamePure and Applied Chemistry

More Details:


Readily accessible and highly stable alkenyl- and aryl[2-(hydroxymethyl)-
phenyl]dimethylsilanes cross-couple with various aryl and alkenyl halides under mild reaction
conditions employing K2CO3 as a base at 35–80 °C. The reaction tolerates a diverse
range of functional groups including silyl protections. The silicon residue, cyclic silyl ether,
is readily recovered and reused on a gram-scale synthesis. Intramolecular coordination of a
proximal hydroxyl group is considered to efficiently form pentacoordinated silicates having
a transferable group at an axial position.