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Photochemical isomerization of Me 2 Si-bridged zirconocene complexes : application to stereoselective syntheses of ansa-zirconocene binaphtholate stereoisomers

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1997

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Schmidt, Katrin
Reinmuth, Annette
Rief, Ursula
Diebold, Josef

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http://nbn-resolving.de/urn:nbn:de:bsz:352-237569
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https://doi.org/10.1021/om961089d
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Organometallics. 1997, 16(8), pp. 1724-1728. ISSN 0276-7333. eISSN 1520-6041. Available under: doi: 10.1021/om961089d

Zusammenfassung

Upon irradiation in toluene solution, meso-racemate mixtures of Me2Si(2-Me-4-tBu-C5H2)2ZrCl2 or Me2Si(2-Me-4-phenyl-C5H2)2ZrCl2 react with 1 equiv of the dilithium salt of racemic binaphthol quantitatively to the racemic binaphtholate complex. Analogous reactions with 1 equiv of the R(+) enantiomer of dilithium binaphtholate give a near-quantitative yield of the enantiomerically pure ansa-zirconocene binaphtholate complex. The structures of the racemic binaphtholate complex, Me2Si(2-Me-4-tBu-C5H2)2Zr(binaphtholate), and of a monodentate binaphtholate complex with a meso configurated zirconocene moiety, Me2Si(3-tBu-C5H3)2Zr(binaphtholate) chloride, were crystallographically determined.

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540 Chemie

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ISO 690SCHMIDT, Katrin, Annette REINMUTH, Ursula RIEF, Josef DIEBOLD, Hans-Herbert BRINTZINGER, 1997. Photochemical isomerization of Me 2 Si-bridged zirconocene complexes : application to stereoselective syntheses of ansa-zirconocene binaphtholate stereoisomers. In: Organometallics. 1997, 16(8), pp. 1724-1728. ISSN 0276-7333. eISSN 1520-6041. Available under: doi: 10.1021/om961089d
BibTex
@article{Schmidt1997Photo-23756,
  year={1997},
  doi={10.1021/om961089d},
  title={Photochemical isomerization of Me 2 Si-bridged zirconocene complexes : application to stereoselective syntheses of ansa-zirconocene binaphtholate stereoisomers},
  number={8},
  volume={16},
  issn={0276-7333},
  journal={Organometallics},
  pages={1724--1728},
  author={Schmidt, Katrin and Reinmuth, Annette and Rief, Ursula and Diebold, Josef and Brintzinger, Hans-Herbert}
}
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    <dcterms:abstract xml:lang="eng">Upon irradiation in toluene solution, meso-racemate mixtures of Me&lt;sub&gt;2&lt;/sub&gt;Si(2-Me-4-tBu-C&lt;sub&gt;5&lt;/sub&gt;H&lt;sub&gt;2&lt;/sub&gt;)&lt;sub&gt;2&lt;/sub&gt;ZrCl&lt;sub&gt;2&lt;/sub&gt; or Me&lt;sub&gt;2&lt;/sub&gt;Si(2-Me-4-phenyl-C&lt;sub&gt;5&lt;/sub&gt;H&lt;sub&gt;2&lt;/sub&gt;)&lt;sub&gt;2&lt;/sub&gt;ZrCl&lt;sub&gt;2&lt;/sub&gt; react with 1 equiv of the dilithium salt of racemic binaphthol quantitatively to the racemic binaphtholate complex. Analogous reactions with 1 equiv of the R(+) enantiomer of dilithium binaphtholate give a near-quantitative yield of the enantiomerically pure ansa-zirconocene binaphtholate complex. The structures of the racemic binaphtholate complex, Me&lt;sub&gt;2&lt;/sub&gt;Si(2-Me-4-tBu-C&lt;sub&gt;5&lt;/sub&gt;H&lt;sub&gt;2&lt;/sub&gt;)&lt;sub&gt;2&lt;/sub&gt;Zr(binaphtholate), and of a monodentate binaphtholate complex with a meso configurated zirconocene moiety, Me&lt;sub&gt;2&lt;/sub&gt;Si(3-tBu-C&lt;sub&gt;5&lt;/sub&gt;H&lt;sub&gt;3&lt;/sub&gt;)&lt;sub&gt;2&lt;/sub&gt;Zr(binaphtholate) chloride, were crystallographically determined.</dcterms:abstract>
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