Poly-Boron, -Silicon, and -Gallium Lewis Acids by Hydrometallation of 1,5-and 1,8-Dialkynylanthracenes

Lamm J-H, Horstmann J, Nissen JH, Weddeling J-H, Neumann B, Stammler H-G, Mitzel NW (2014)
European Journal of Inorganic Chemistry (26): 4294-4301.

Journal Article | Published | English

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Abstract
1,5-Dialkynylanthracenes and 1,8-dialkynylanthracenes have been functionalised by a series of hydrometallation reactions, namely, hydrosilylation, hydroboration and hydrogallation. Nine anthracene-based Lewis acidic compounds with a semiflexible organic framework bearing SiCl3, SiCl2Me, SiClMe2, B(C6F5)(2) and GaCl2 substituents were obtained. In all cases, the substrate could be functionalised twice, and bidentate Lewis acids were obtained. By using Piers' borane [HB(C6F5)(2)], a fourfold-substituted anthracene species functionalised with four extremely electronegatively substituted boron atoms could be generated in quantitative yield. All of the poly-Lewis acids were characterised by multinuclear NMR spectroscopy and, in part, by mass spectrometry and X-ray diffraction experiments.
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Lamm J-H, Horstmann J, Nissen JH, et al. Poly-Boron, -Silicon, and -Gallium Lewis Acids by Hydrometallation of 1,5-and 1,8-Dialkynylanthracenes. European Journal of Inorganic Chemistry. 2014;(26):4294-4301.
Lamm, J. - H., Horstmann, J., Nissen, J. H., Weddeling, J. - H., Neumann, B., Stammler, H. - G., & Mitzel, N. W. (2014). Poly-Boron, -Silicon, and -Gallium Lewis Acids by Hydrometallation of 1,5-and 1,8-Dialkynylanthracenes. European Journal of Inorganic Chemistry(26), 4294-4301.
Lamm, J. - H., Horstmann, J., Nissen, J. H., Weddeling, J. - H., Neumann, B., Stammler, H. - G., and Mitzel, N. W. (2014). Poly-Boron, -Silicon, and -Gallium Lewis Acids by Hydrometallation of 1,5-and 1,8-Dialkynylanthracenes. European Journal of Inorganic Chemistry, 4294-4301.
Lamm, J.-H., et al., 2014. Poly-Boron, -Silicon, and -Gallium Lewis Acids by Hydrometallation of 1,5-and 1,8-Dialkynylanthracenes. European Journal of Inorganic Chemistry, (26), p 4294-4301.
J.-H. Lamm, et al., “Poly-Boron, -Silicon, and -Gallium Lewis Acids by Hydrometallation of 1,5-and 1,8-Dialkynylanthracenes”, European Journal of Inorganic Chemistry, 2014, pp. 4294-4301.
Lamm, J.-H., Horstmann, J., Nissen, J.H., Weddeling, J.-H., Neumann, B., Stammler, H.-G., Mitzel, N.W.: Poly-Boron, -Silicon, and -Gallium Lewis Acids by Hydrometallation of 1,5-and 1,8-Dialkynylanthracenes. European Journal of Inorganic Chemistry. 4294-4301 (2014).
Lamm, Jan-Hendrik, Horstmann, Jan, Nissen, Jan Hendrik, Weddeling, Jan-Henrik, Neumann, Beate, Stammler, Hans-Georg, and Mitzel, Norbert W. “Poly-Boron, -Silicon, and -Gallium Lewis Acids by Hydrometallation of 1,5-and 1,8-Dialkynylanthracenes”. European Journal of Inorganic Chemistry 26 (2014): 4294-4301.
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