Reactivity Consequences of Substituent-Dependent Preaggregation Motifs of n- and tert-Butyllithium towards 1,3,5-Triazacyclohexanes

Hülsmann M, Mix A, Neumann B, Stammler H-G, Mitzel NW (2014)
European Journal of Inorganic Chemistry 2014(1): 46-50.

Journal Article | Published | English

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Abstract
The cyclic triaminal 1,3,5-tri-tert-butyl-1,3,5-triazacyclohexane (TtBuTAC) was treated with tBuLi, but instead of the expected deprotonation at a CH2 unit, the [(TtBuTAC)(tBuLi)] (2) adduct was formed. This is a monomeric tetracoordinate form of tBuLi; its molecular structure was determined by single-crystal X-ray diffraction (XRD) and it is likely to be monomeric in C6D6 solution according to H-1 NMR, C-13 NMR, and Li-7 NMR spectroscopy. TtBuTAC reacts with nBuLi to give a laddertype [(TtBuTAC)(nBuLi)(2)](2) aggregate of four nBuLi units terminated by two TtBuTAC ligands. This adduct was characterized by NMR spectroscopy and XRD. It slowly decays in solution, and minor quantities of a [TtBuTAC-Li(-nBu)](2)[Li-3(nBu)(2)N(tBu)(n-pent)] product were obtained and characterized by XRD. This compound contains amide units from the reaction of the formal monomer of TtBuTAC, Me3C-N=CH2, with nBuLi, which demonstrates the different types of reactivity of trisaminals such as TtBuTAC.
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Hülsmann M, Mix A, Neumann B, Stammler H-G, Mitzel NW. Reactivity Consequences of Substituent-Dependent Preaggregation Motifs of n- and tert-Butyllithium towards 1,3,5-Triazacyclohexanes. European Journal of Inorganic Chemistry. 2014;2014(1):46-50.
Hülsmann, M., Mix, A., Neumann, B., Stammler, H. - G., & Mitzel, N. W. (2014). Reactivity Consequences of Substituent-Dependent Preaggregation Motifs of n- and tert-Butyllithium towards 1,3,5-Triazacyclohexanes. European Journal of Inorganic Chemistry, 2014(1), 46-50.
Hülsmann, M., Mix, A., Neumann, B., Stammler, H. - G., and Mitzel, N. W. (2014). Reactivity Consequences of Substituent-Dependent Preaggregation Motifs of n- and tert-Butyllithium towards 1,3,5-Triazacyclohexanes. European Journal of Inorganic Chemistry 2014, 46-50.
Hülsmann, M., et al., 2014. Reactivity Consequences of Substituent-Dependent Preaggregation Motifs of n- and tert-Butyllithium towards 1,3,5-Triazacyclohexanes. European Journal of Inorganic Chemistry, 2014(1), p 46-50.
M. Hülsmann, et al., “Reactivity Consequences of Substituent-Dependent Preaggregation Motifs of n- and tert-Butyllithium towards 1,3,5-Triazacyclohexanes”, European Journal of Inorganic Chemistry, vol. 2014, 2014, pp. 46-50.
Hülsmann, M., Mix, A., Neumann, B., Stammler, H.-G., Mitzel, N.W.: Reactivity Consequences of Substituent-Dependent Preaggregation Motifs of n- and tert-Butyllithium towards 1,3,5-Triazacyclohexanes. European Journal of Inorganic Chemistry. 2014, 46-50 (2014).
Hülsmann, Matthias, Mix, Andreas, Neumann, Beate, Stammler, Hans-Georg, and Mitzel, Norbert W. “Reactivity Consequences of Substituent-Dependent Preaggregation Motifs of n- and tert-Butyllithium towards 1,3,5-Triazacyclohexanes”. European Journal of Inorganic Chemistry 2014.1 (2014): 46-50.
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