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Enantiomerically Pure Constrained Geometry Complexes of the Rare-Earth Metals Featuring a Dianionic N-Donor Functionalised Pentadienyl Ligand: Synthesis and Characterisation.


ABSTRACT: We report the preparation of enantiomerically pure constrained geometry complexes (cgc) of the rare-earth metals bearing a pentadienyl moiety (pdl) derived from the natural product (1R)-(-)-myrtenal. The potassium salt 1, [Kpdl*], was treated with ClSiMe2 NHtBu, and the resulting pentadiene 2 was deprotonated with the Schlosser-type base KOtPen/nBuLi (tPen=CMe2 (CH2 Me)) to yield the dipotassium salt [K2 (pdl*SiMe2 NtBu)] (3). However, 3 rearranges in THF solution to its isomer 3' by a 1,3-H shift, which elongates the bridge between the pdl and SiMe2 NtBu moieties by one CH2 unit. This is crucial for the successful formation of various monomeric C1 - or dimeric C2 -symmetric rare-earth cgc complexes with additional halide, tetraborohydride, amido and alkyl functionalities. All compounds have been extensively characterised by solid-state X-ray diffraction analysis, solution NMR spectroscopy and elemental analyses.

SUBMITTER: Munster K 

PROVIDER: S-EPMC7756846 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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Enantiomerically Pure Constrained Geometry Complexes of the Rare-Earth Metals Featuring a Dianionic N-Donor Functionalised Pentadienyl Ligand: Synthesis and Characterisation.

Münster Katharina K   Fecker Ann Christin AC   Raeder Jan J   Freytag Matthias M   Jones Peter G PG   Walter Marc D MD  

Chemistry (Weinheim an der Bergstrasse, Germany) 20201117 68


We report the preparation of enantiomerically pure constrained geometry complexes (cgc) of the rare-earth metals bearing a pentadienyl moiety (pdl) derived from the natural product (1R)-(-)-myrtenal. The potassium salt 1, [Kpdl*], was treated with ClSiMe<sub>2</sub> NHtBu, and the resulting pentadiene 2 was deprotonated with the Schlosser-type base KOtPen/nBuLi (tPen=CMe<sub>2</sub> (CH<sub>2</sub> Me)) to yield the dipotassium salt [K<sub>2</sub> (pdl*SiMe<sub>2</sub> NtBu)] (3). However, 3 rea  ...[more]

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