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Introducing Stereogenic Centers to Group XIV Metallatranes

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Figshare2017-04-10 更新2026-04-29 收录
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The syntheses of the novel amino alcohols NH­(CH2CMe2OH)2­(CMe2CH2OH) (1) and N­(CH2CMe2OH)­(CMe2CH2OH)­(CH2CH2OH) (2) as well as the stannatranes N­(CH2CMe2O)­(CMe2CH2O)­(CH2CH2O)­SnX (3, X = Ot-Bu), N­(CH2CMe2O)3­SnOC­(O)­C9H13O2, 4, and germatranes N­(CH2CMe2O)­(CMe2CH2O)­(CH2CH2O)­GeX (5, X = OEt; 6, X = Br) are reported. The compounds were characterized by 1H, 13C (1–6), 119Sn (3, 4), and 15N (2, 3, 5) NMR and IR spectroscopy, electrospray ionization mass spectrometry, and single crystal X-ray diffraction analysis. Graphset analyses were performed for compounds 1 and 2. Detailed NMR spectroscopic studies including variable temperature 1H (3, 5, 6) and 119Sn (3, 4) DOSY experiments reveal the stannatrane 3 being involved in a monomer–dimer equilibrium. Both the stannatranes 3 and 4 as well as the germatranes 5 and 6 show Λ ⇌ Δ isomerization of the atrane cages in solution.
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2017-04-10
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