Skip to main content
SpringerLink
Log in

Hydroformylation of olefins using dispersed molecular catalysts on solid supports

  • Published:
Catalysis Letters Aims and scope Submit manuscript

A new method for heterogenization of metal complex catalysts by precipitation of its water–soluble analogue as a Gr.2 metals (Ca, Sr or Ba) salt on porous supports has been proposed. This technique yields a highly dispersed catalyst having a significantly higher activity (TOF) for hydroformylation of olefins compared to other known heterogenized catalysts. The catalyst can be recycled with ease.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. (a) B. Cornils and W.A. Hermann, Aqueous Phase Organometallic Catalysis-Concept and Application (Wiley-VCH Weinheim, Germany 1998), p.4. (b) B. Cornils and W.A. Hermann, J. Catal. 216 (2003) 23. (c) D.J. Cole-Hamilton, Science 299 (2003) 1702.

  2. (a) B. Cornils, J. Mol. Catal. A: Chem. 143 (1999) 1. (b) P.W.N.M. van Leeuven and C. Claver, eds. Rhodium Catalyzed Hydroformylation (Kluwer, Dordrecht 2000), p. 203.

  3. (a) E.G. Kuntz, Chemtech (1987) 570. (b) P. Kalck and F. Monteil, Adv. Organomet. Chem. 34 (1992) 219. (c) W.A. Hermann and C.W. Kohlpaintner, Angew. Chem. Ind. Ed. Engl. 32 (1993) 1524. (d) F. Monteil and P. Kalck, J. Organomet. Chem. 177 (1994) 480. (e) F. Ungvary, Coord. Chem. Rev. 147 (1996) 547. (f) F. Joo, J. Mol. Cat. A: Chem. 116 (1997) 3. (h) B. E. Hanson, Coord. Chem. Rev. 185 (1999) 795.

  4. (a) R.R. Hartley, Supported Metal Complexes (Reidel, Dordrechiet, 1985). (b) P.R. Roney, J. F. Roth, US Patent 3.855.307 (1974). (c) H. Hjortkjaer, S.M. Scurrell and P. Simonsen J. Mol. Cat. 12 (1981) 179.

  5. (a) D.C. Bailey and J.H. Langer, Chem. Rev. 81(1981) 109. (b) K. Mukhopadhyay, A.B. Mandale and R.V. Chaudhari, Chem. Mater.15 (2003) 1766.

  6. (a) R. Augustine, S. Tanielyan, S. Anderson and H. Yang, Chem. Commun.(2001)1257. (b) S. Tanielyan, R. Augustine US Patent 6025245 (1999). (c) M.J. Bark, A. Gerlach, D. Semmerji, J. Org. Chem. 65 (2000) 8933. (d) K. MuKhopadhyay and R.V. Chaudhari, J. Catal. 213 (2003) 73.

  7. (a) A. Hu, H.L. Ngo and W. Lin J. Am. Chem. Soc. 125 (2003) 11490. (b) A. Hu, H.L. Ngo and W. Lin, Angew. Chem. Int. Ed. 42 (2003) 6000.

  8. I.W Davies D.L HughesMatty L L Matty P.J Reider (2001) J. Am. Chem. Soc. 123 125

    Google Scholar 

  9. P Arhancet M.E Davis J.S Merola B.E Hanson (1990) J. Cat. 121 327 Occurrence Handle1:CAS:528:DyaK3cXitlOit74%3D Occurrence Handle10.1016/0021-9517(90)90241-B

    Article  CAS  Google Scholar 

  10. See supporting information.

  11. The 31P nmr signal for Ba3/2TPPTS and carbon supported Ba3/2TPPTS is observed at − 2.78 and 3.43δ. For C-II the δ value is 29.14 (doublet) for the coordinated P nuclei. The corresponding phosphine oxide appears in the same range as a part of the signal.

  12. (a) Reaction conditions: HRhCO(PPh3)3: 2.18 × 10−3 kmol/m3, Rh:PPh3 = 1:6 (excess), 1-decene : 0.4224 kmol/m3, T: 1000C, pCO+H2(1:1): 4.14 MPa, Stirring speed : 1000 rpm, Solvent : Toluene, Total charge: 2.5 × 10−5m3, Time : 0.9 h. (b) [Rh(COD)Cl]2: 1.48 × 10−3 kmol/m3 (aq.), Rh:TPPTS  = 1:6 (excess) 1-decene: 0.704 kmol/m3 (org.), T: 100 °C, Stirring speed : 1000 rpm, pCO+H2 (1:1): 4.14 MPa, Solvent : Toluene + Water (aqueous phase hold up = 0.4), Total charge : 2.5 × 10−5 m3, Time: 6.6 h.

  13. M. Nowotny T. Maschmeyer Brian F.G Johnson P. Lahuerta J.M Thomas J.E Davies (2001) Angew. Chem. Int. Ed. 5 40

    Google Scholar 

  14. New Synthesis with Carbon monoxide, edited by J. Falbe (Springler-Verlag Berlien, Heidelberg, New york 1980), pp. 84–89.

Download references

Author information

Authors and Affiliations

  1. Homogeneous Catalysis Division, National Chemical Laboratory, 411008, Pune, India

    N. S. Pagar, R. M. Deshpande & R. V. Chaudhari

Authors
  1. N. S. Pagar
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. R. M. Deshpande
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. R. V. Chaudhari
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to R. V. Chaudhari.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Pagar, N.S., Deshpande, R.M. & Chaudhari, R.V. Hydroformylation of olefins using dispersed molecular catalysts on solid supports. Catal Lett 110, 129–133 (2006). https://doi.org/10.1007/s10562-006-0095-x

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-006-0095-x

Keywords

Search

Navigation