Chiral bidentate aminophosphine ligands: synthesis, coordination chemistry and asymmetric catalysis

E.J. Zijp, J.I. Vlugt, van der, D.M. Tooke, A.L. Spek, D. Vogt

    Research output: Contribution to journalArticleAcademicpeer-review

    34 Citations (Scopus)
    1 Downloads (Pure)

    Abstract

    Chiral aminophosphines Ph2PN(R)(CH2)nN(R)PPh2 1–4[n= 2, R = CH(CH3)(Ph) 1; n= 3, R = CH(CH2CH3)(Ph) 2, n= 2, R = CH(CH3)(1-naphthyl) 3; n= 2, R = CH(CH3)(C6H11) 4] were synthesized by the reaction of ClPPh2 with the appropriate easily accessible enantiopure amine building blocks. For compounds 1 and 2, the corresponding selenides 5 and 6 were prepared to determine the electronic character of the phosphine moieties. By reaction of 1 with either PdCl2(cod) or PdCl(CH3)(cod) the cis-complexes 7 and 8 were obtained. The molecular structure for complex 7, cis-[PdCl2( 1)], was determined by X-ray crystallography. Reaction of PtCl2(cod) with 1 or 2 yielded the corresponding monomeric cis-isomers 9 and 10. The rhodium derivative [RhCl(CO)( 1)]( 11) was obtained as a mixture of cis and trans-isomers. Preliminary results in the rhodium catalyzed hydroformylation of styrene and vinyl acetate, with ee's up to 51% and high regioselectivities, showed the potential of these chiral aminophosphines for homogeneous catalysis.
    Original languageEnglish
    Pages (from-to)512-517
    JournalDalton Transactions
    Issue number3
    DOIs
    Publication statusPublished - 2005

    Fingerprint Dive into the research topics of 'Chiral bidentate aminophosphine ligands: synthesis, coordination chemistry and asymmetric catalysis'. Together they form a unique fingerprint.

    Cite this