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Mechanisms of Sn-to-Zr cyclopentadienyl transfer in the formation of Me2Si-bridged zirconocenes from sila-stanna-tetrahydro-s-indacenes

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2002

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Hüttenhofer, Mario
Weeber, Armin

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http://nbn-resolving.de/urn:nbn:de:bsz:352-238576
DOI (zitierfähiger Link)
https://doi.org/10.1016/S0022-328X(02)01653-4
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Published

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Journal of Organometallic Chemistry. 2002, 663(1-2), pp. 58-62. ISSN 0022-328X. Available under: doi: 10.1016/S0022-328X(02)01653-4

Zusammenfassung

The stereochemistry of Sn-to-Zr transmetalation was studied by reacting ZrCl4 with that isomer of meso-BnMeSi(3-tBuC5H3)2SnMe2 which has the benzyl group in axial position. Exchange of SnMe2 against ZrCl2 generates both isomers of the CS-symmetric ansa-zirconocene meso-BnMeSi(3-tBuC5H3)2ZrCl2, but not the C1-symmetric, rac-like isomer. The major product is formed under inversion at both Sn-bound C atoms by consecutive "back-side" attacks of the Zr electrophile, while the minor product appears to be formed, under retention at both Sn-bound C atoms, by a concerted "front-side" attack of ZrCl4.

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Fachgebiet (DDC)
540 Chemie

Schlagwörter

ansa-zirconocene, tin organyls, transmetalation

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ISO 690HÜTTENHOFER, Mario, Armin WEEBER, Hans-Herbert BRINTZINGER, 2002. Mechanisms of Sn-to-Zr cyclopentadienyl transfer in the formation of Me2Si-bridged zirconocenes from sila-stanna-tetrahydro-s-indacenes. In: Journal of Organometallic Chemistry. 2002, 663(1-2), pp. 58-62. ISSN 0022-328X. Available under: doi: 10.1016/S0022-328X(02)01653-4
BibTex
@article{Huttenhofer2002Mecha-23857,
  year={2002},
  doi={10.1016/S0022-328X(02)01653-4},
  title={Mechanisms of Sn-to-Zr cyclopentadienyl transfer in the formation of Me<sub>2</sub>Si-bridged zirconocenes from sila-stanna-tetrahydro-s-indacenes},
  number={1-2},
  volume={663},
  issn={0022-328X},
  journal={Journal of Organometallic Chemistry},
  pages={58--62},
  author={Hüttenhofer, Mario and Weeber, Armin and Brintzinger, Hans-Herbert}
}
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    <dcterms:abstract xml:lang="eng">The stereochemistry of Sn-to-Zr transmetalation was studied by reacting ZrCl&lt;sub&gt;4&lt;/sub&gt; with that isomer of meso-BnMeSi(3-&lt;sup&gt;t&lt;/sup&gt;BuC&lt;sub&gt;5&lt;/sub&gt;H&lt;sub&gt;3&lt;/sub&gt;)&lt;sub&gt;2&lt;/sub&gt;SnMe&lt;sub&gt;2&lt;/sub&gt; which has the benzyl group in axial position. Exchange of SnMe&lt;sub&gt;2&lt;/sub&gt; against ZrCl&lt;sub&gt;2&lt;/sub&gt; generates both isomers of the CS-symmetric ansa-zirconocene meso-BnMeSi(3-&lt;sup&gt;t&lt;/sup&gt;BuC&lt;sub&gt;5&lt;/sub&gt;H&lt;sub&gt;3&lt;/sub&gt;)&lt;sub&gt;2&lt;/sub&gt;ZrCl&lt;sub&gt;2&lt;/sub&gt;, but not the C&lt;sub&gt;1&lt;/sub&gt;-symmetric, rac-like isomer. The major product is formed under inversion at both Sn-bound C atoms by consecutive "back-side" attacks of the Zr electrophile, while the minor product appears to be formed, under retention at both Sn-bound C atoms, by a concerted "front-side" attack of ZrCl&lt;sub&gt;4&lt;/sub&gt;.</dcterms:abstract>
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