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  Bis(cyclopropenium)phosphines: Synthesis, Reactivity, and Applications

Mehler, G., Linowski, P., Carreras, J., Zanardi, A., Dube, J. W., & Alcarazo, M. (2016). Bis(cyclopropenium)phosphines: Synthesis, Reactivity, and Applications. Chemistry – A European Journal, 22(43), 15320-15327. doi:10.1002/chem.201601759.

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chem201601759-sup-0001-misc_information.pdf (Supplementary material), 4MB
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chem201601759-sup-0001-misc_information.pdf
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 Creators:
Mehler, Gerlinde1, Author           
Linowski, Pawel1, Author           
Carreras, Javier1, Author           
Zanardi, Alessandro1, Author           
Dube, Jonathan W.2, Author
Alcarazo, Manuel2, Author
Affiliations:
1Research Group Alcarazo, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445592              
2Georg-August-Universität Göttingen, Göttingen, Germany, ou_persistent22              

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Free keywords: cationic ligands; homogeneous catalysis; hydroarylation; ligand design; π-acid catalysis
 Abstract: A straightforward route for the preparation of a set of bis(cyclopropenium)-substituted phosphines is reported. Due to their dicationic nature, these ligands depict an excellent π-acceptor character. The effect of the ligand substituent pattern on the catalytic activity of the metal complexes thereof derived is also studied. Whereas sterically demanding biaryl groups directly attached to the phosphorus atom seem to facilitate elementary steps such as the product release from the catalyst, long chain dialkylamino groups on the cyclopropenium units maximize the catalysts solubility and, thus, allow the use of typical apolar solvents such as toluene. Importantly, all new ligands prepared can be easily handled in air. Finally, the impact of the newly prepared dicationic phosphines in hydroarylation reactions is demonstrated. In particular, their use in the synthesis of several naphtho[1,2-b]furanes and naturally occurring naphthalene derivatives such as Calanquinone C is reported.

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Language(s): eng - English
 Dates: 2016-04-142016-09-162016-10-17
 Publication Status: Published in print
 Pages: 8
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/chem.201601759
 Degree: -

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Title: Chemistry – A European Journal
  Other : Chem. – Eur. J.
  Other : Chem. Eur. J.
Source Genre: Journal
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Publ. Info: Weinheim, Germany : VCH Verlagsgesellschaft
Pages: - Volume / Issue: 22 (43) Sequence Number: - Start / End Page: 15320 - 15327 Identifier: ISSN: 0947-6539
CoNE: https://pure.mpg.de/cone/journals/resource/954926979058