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  Alkyne gem‐Hydrogenation: Formation of Pianostool Ruthenium Carbene Complexes and Analysis of Their Chemical Character

Biberger, T., Gordon, C., Leutzsch, M., Peil, S., Guthertz, A., Copéret, C., et al. (2019). Alkyne gem‐Hydrogenation: Formation of Pianostool Ruthenium Carbene Complexes and Analysis of Their Chemical Character. Angewandte Chemie International Edition, 58(26), 8845-8850. doi:10.1002/anie.201904255.

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ange201904255-sup-0001-misc_information.pdf (Supplementary material), 6MB
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 Creators:
Biberger, Tobias1, Author              
Gordon, Christopher2, Author
Leutzsch, Markus3, Author              
Peil, Sebastian1, Author              
Guthertz, Alexandre1, Author              
Copéret, Christophe2, Author
Fürstner, Alois1, Author              
Affiliations:
1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              
2Department of Chemistry and Applied Biosciences, ETH Zürich, Vladimir-Prelog-Weg 1–5, 8093 Zürich, Switzerland, ou_persistent22              
3Service Department Farès (NMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445623              

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Free keywords: carbene complexes; chemical shift tensors; NMR spectroscopy; parahydrogen; ruthenium
 Abstract: Parahydrogen (p‐H2) induced polarization (PHIP) NMR spectroscopy showed that [CpXRu] complexes with greatly different electronic properties invariably engage propargyl alcohol derivatives into gem‐hydrogenation with formation of pianostool ruthenium carbenes; in so doing, less electron rich CpX rings lower the barriers, stabilize the resulting complexes and hence provide opportunities for harnessing genuine carbene reactivity. The chemical character of the resulting ruthenium complexes was studied by DFT‐assisted analysis of the chemical shift tensors determined by solid‐state 13C NMR spectroscopy. The combined experimental and computational data draw the portrait of a family of ruthenium carbenes that amalgamate purely electrophilic behavior with characteristics more befitting metathesis‐active Grubbs‐type catalysts.

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Language(s): eng - English
 Dates: 2019-04-072019-04-262019-06-24
 Publication Status: Published in print
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.201904255
 Degree: -

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Title: Angewandte Chemie International Edition
  Other : Angewandte Chemie, International Edition
  Other : Angew. Chem. Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 58 (26) Sequence Number: - Start / End Page: 8845 - 8850 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851