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Synthesis and complexation of novel dibenzo[c.e][1,2]oxaphosphorine-based P-ligands

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Abstract

The reaction of chloro-dibenzo[c.e][1,2]-oxaphosphorine with (L)-methyl prolinate gave the corresponding phosphorous ester-amide, while the interaction of the same starting material with half an equivalent of 2-methylaminothanol and (1S,2R)-(+)-ephedrine led to the corresponding bis(dibenzooxaphosphorine) derivatives that are bidentate P-ligands. The new P-ligands prepared were characterized as the corresponding P-borane and P-oxide derivatives. The P-ligands were utilized in the synthesis of novel Pt-complexes, which gave a species of PtCl2P2 type, while two others were seven-membered chelate ring complexes. Structures of the Pt-complexes were elucidated on the basis of stereospecific J Pt–P couplings and quantum chemical calculations.

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Notes

  1. Numbering of the dibenzooxaphosphorin moiety:

    figure a

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Acknowledgements

The above project was supported by the Hungarian Scientific and Research Fund (OTKA T067679), as well as by the joint funds from the European Union and the Hungarian State (GVOP-3.2.2.-2004-07-0006/3.0). T.K. is grateful for the Hungarian Supercomputer Centre (NIIF) for the computational facility.

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Authors and Affiliations

  1. Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521, Budapest, Hungary

    Andrea Kerényi, Annamária Balassa & György Keglevich

  2. Department of Physical Chemistry, University of Szeged, 6701, Szeged, Hungary

    Tamás Körtvélyesi

  3. Department of Pharmaceutics, Faculty of Pharmacy, Semmelweis University, 1092, Budapest, Hungary

    Krisztina Ludányi

  4. Hungarian Academy of Sciences, Chemical Research Center, 1525, Budapest, Hungary

    Krisztina Ludányi

Authors
  1. Andrea Kerényi
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  2. Annamária Balassa
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  3. Tamás Körtvélyesi
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  4. Krisztina Ludányi
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  5. György Keglevich
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Corresponding author

Correspondence to György Keglevich.

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Kerényi, A., Balassa, A., Körtvélyesi, T. et al. Synthesis and complexation of novel dibenzo[c.e][1,2]oxaphosphorine-based P-ligands. Transition Met Chem 33, 459–465 (2008). https://doi.org/10.1007/s11243-008-9065-z

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