Perfluoroalkyl-Substituted Arylphosphanes as Ligands for Homogeneous Catalysis in Supercritical Carbon Dioxide

Angewandte Chemie (International Edition in English)

Volumn 36, Issue 15, 1997, Pages 1628-1630

  Kainz, Sabine ^a   Koch, Daniel ^a   Baumann, Wolfgang ^b   Leitner, Walter ^a  

^a MAX PLANCK INSTITUT FÜR KOHLENFORSCHUNG   (Germany)

^b UNIVERSITY OF ROSTOCK   (Germany)

Author keywords

Carbon dioxide; Homogeneous catalysis; Hydroformylations; P ligands; Supercritical fluids

Indexed keywords

EID: 0030868052     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199716281     Document Type: Article

References (26)

1. Reviews: a) G. Kaupp, Angew. Chem. 1994, 106, 1519; Angew. Chem. Int. Ed. Engl. 1994, 33, 1452; b) M. Poliakoff, S. G. Kazarian, S. Howdle, ibid. 1995, 107, 1409 and 1995, 34, 1275; c) P. G. Jessop, T. Ikariya, R. Noyori, Science 1995, 269, 1065; d) D. A. Morgenstern, R. M. LeLacheur, D. K. Morita, S. L. Borkowsky, S. Feng, G. H. Brown, L. Luan, M. F. Gross, M. J. Burk, W. Tumas in Green Chemistry (Eds.: P. T. Anastas, T. C. Williamson), American Chemical Society, Washington DC, 1996 (ACS Symp. Ser. 1996, 626), pp. 132ff.; e) E. Dinjus, R. Fornika, M. Scholz in Chemistry under Extreme or Non-Classical Conditions (Eds.: R. van Eldik, C. D. Hubbard), Wiley, New York, 1996, p. 219.
2. Reviews: a) G. Kaupp, Angew. Chem. 1994, 106, 1519; Angew. Chem. Int. Ed. Engl. 1994, 33, 1452; b) M. Poliakoff, S. G. Kazarian, S. Howdle, ibid. 1995, 107, 1409 and 1995, 34, 1275; c) P. G. Jessop, T. Ikariya, R. Noyori, Science 1995, 269, 1065; d) D. A. Morgenstern, R. M. LeLacheur, D. K. Morita, S. L. Borkowsky, S. Feng, G. H. Brown, L. Luan, M. F. Gross, M. J. Burk, W. Tumas in Green Chemistry (Eds.: P. T. Anastas, T. C. Williamson), American Chemical Society, Washington DC, 1996 (ACS Symp. Ser. 1996, 626), pp. 132ff.; e) E. Dinjus, R. Fornika, M. Scholz in Chemistry under Extreme or Non-Classical Conditions (Eds.: R. van Eldik, C. D. Hubbard), Wiley, New York, 1996, p. 219.
3. Reviews: a) G. Kaupp, Angew. Chem. 1994, 106, 1519; Angew. Chem. Int. Ed. Engl. 1994, 33, 1452; b) M. Poliakoff, S. G. Kazarian, S. Howdle, ibid. 1995, 107, 1409 and 1995, 34, 1275; c) P. G. Jessop, T. Ikariya, R. Noyori, Science 1995, 269, 1065; d) D. A. Morgenstern, R. M. LeLacheur, D. K. Morita, S. L. Borkowsky, S. Feng, G. H. Brown, L. Luan, M. F. Gross, M. J. Burk, W. Tumas in Green Chemistry (Eds.: P. T. Anastas, T. C. Williamson), American Chemical Society, Washington DC, 1996 (ACS Symp. Ser. 1996, 626), pp. 132ff.; e) E. Dinjus, R. Fornika, M. Scholz in Chemistry under Extreme or Non-Classical Conditions (Eds.: R. van Eldik, C. D. Hubbard), Wiley, New York, 1996, p. 219.
4. Reviews: a) G. Kaupp, Angew. Chem. 1994, 106, 1519; Angew. Chem. Int. Ed. Engl. 1994, 33, 1452; b) M. Poliakoff, S. G. Kazarian, S. Howdle, ibid. 1995, 107, 1409 and 1995, 34, 1275; c) P. G. Jessop, T. Ikariya, R. Noyori, Science 1995, 269, 1065; d) D. A. Morgenstern, R. M. LeLacheur, D. K. Morita, S. L. Borkowsky, S. Feng, G. H. Brown, L. Luan, M. F. Gross, M. J. Burk, W. Tumas in Green Chemistry (Eds.: P. T. Anastas, T. C. Williamson), American Chemical Society, Washington DC, 1996 (ACS Symp. Ser. 1996, 626), pp. 132ff.; e) E. Dinjus, R. Fornika, M. Scholz in Chemistry under Extreme or Non-Classical Conditions (Eds.: R. van Eldik, C. D. Hubbard), Wiley, New York, 1996, p. 219.
5. Reviews: a) G. Kaupp, Angew. Chem. 1994, 106, 1519; Angew. Chem. Int. Ed. Engl. 1994, 33, 1452; b) M. Poliakoff, S. G. Kazarian, S. Howdle, ibid. 1995, 107, 1409 and 1995, 34, 1275; c) P. G. Jessop, T. Ikariya, R. Noyori, Science 1995, 269, 1065; d) D. A. Morgenstern, R. M. LeLacheur, D. K. Morita, S. L. Borkowsky, S. Feng, G. H. Brown, L. Luan, M. F. Gross, M. J. Burk, W. Tumas in Green Chemistry (Eds.: P. T. Anastas, T. C. Williamson), American Chemical Society, Washington DC, 1996 (ACS Symp. Ser. 1996, 626), pp. 132ff.; e) E. Dinjus, R. Fornika, M. Scholz in Chemistry under Extreme or Non-Classical Conditions (Eds.: R. van Eldik, C. D. Hubbard), Wiley, New York, 1996, p. 219.
6. Reviews: a) G. Kaupp, Angew. Chem. 1994, 106, 1519; Angew. Chem. Int. Ed. Engl. 1994, 33, 1452; b) M. Poliakoff, S. G. Kazarian, S. Howdle, ibid. 1995, 107, 1409 and 1995, 34, 1275; c) P. G. Jessop, T. Ikariya, R. Noyori, Science 1995, 269, 1065; d) D. A. Morgenstern, R. M. LeLacheur, D. K. Morita, S. L. Borkowsky, S. Feng, G. H. Brown, L. Luan, M. F. Gross, M. J. Burk, W. Tumas in Green Chemistry (Eds.: P. T. Anastas, T. C. Williamson), American Chemical Society, Washington DC, 1996 (ACS Symp. Ser. 1996, 626), pp. 132ff.; e) E. Dinjus, R. Fornika, M. Scholz in Chemistry under Extreme or Non-Classical Conditions (Eds.: R. van Eldik, C. D. Hubbard), Wiley, New York, 1996, p. 219.
7. Reviews: a) G. Kaupp, Angew. Chem. 1994, 106, 1519; Angew. Chem. Int. Ed. Engl. 1994, 33, 1452; b) M. Poliakoff, S. G. Kazarian, S. Howdle, ibid. 1995, 107, 1409 and 1995, 34, 1275; c) P. G. Jessop, T. Ikariya, R. Noyori, Science 1995, 269, 1065; d) D. A. Morgenstern, R. M. LeLacheur, D. K. Morita, S. L. Borkowsky, S. Feng, G. H. Brown, L. Luan, M. F. Gross, M. J. Burk, W. Tumas in Green Chemistry (Eds.: P. T. Anastas, T. C. Williamson), American Chemical Society, Washington DC, 1996 (ACS Symp. Ser. 1996, 626), pp. 132ff.; e) E. Dinjus, R. Fornika, M. Scholz in Chemistry under Extreme or Non-Classical Conditions (Eds.: R. van Eldik, C. D. Hubbard), Wiley, New York, 1996, p. 219.
8. Reviews: a) G. Kaupp, Angew. Chem. 1994, 106, 1519; Angew. Chem. Int. Ed. Engl. 1994, 33, 1452; b) M. Poliakoff, S. G. Kazarian, S. Howdle, ibid. 1995, 107, 1409 and 1995, 34, 1275; c) P. G. Jessop, T. Ikariya, R. Noyori, Science 1995, 269, 1065; d) D. A. Morgenstern, R. M. LeLacheur, D. K. Morita, S. L. Borkowsky, S. Feng, G. H. Brown, L. Luan, M. F. Gross, M. J. Burk, W. Tumas in Green Chemistry (Eds.: P. T. Anastas, T. C. Williamson), American Chemical Society, Washington DC, 1996 (ACS Symp. Ser. 1996, 626), pp. 132ff.; e) E. Dinjus, R. Fornika, M. Scholz in Chemistry under Extreme or Non-Classical Conditions (Eds.: R. van Eldik, C. D. Hubbard), Wiley, New York, 1996, p. 219.
9. K. Zosel, Angew. Chem. 1978, 90, 748; Angew. Chem. Int. Ed. Engl. 1978, 17, 702.
10. K. Zosel, Angew. Chem. 1978, 90, 748; Angew. Chem. Int. Ed. Engl. 1978, 17, 702.
11. a) P. G. Jessop, Y. Hsiao, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1996, 118, 344;
12. b) J. Xiao, S. C. A. Nefkens, P. G. Jessop, T. Ikariya, R. Noyori, Tetrahedron Lett. 1996, 37, 2813.
13. M. T. Reetz, W. Könen, T. Strack, Chimia 1993, 47, 493
14. M. J. Burk, S. Feng, M. F. Gross, W. Tumas, J. Am. Chem. Soc. 1995, 117, 8277.
15. 2: S. Hadida, M. S. Super, E. J. Beckman, D. P. Curran, J. Am. Chem. Soc., in press.
16. 2: S. Hadida, M. S. Super, E. J. Beckman, D. P. Curran, J. Am. Chem. Soc., in press.
17. 2: S. Hadida, M. S. Super, E. J. Beckman, D. P. Curran, J. Am. Chem. Soc., in press.
18. 2 groups.
19. 31P NMR spectroscopy as well as mass spectrometry and/or elemental analysis.
20. a) R. Fornika, H. Görls, B. Seemann, W. Leitner, J. Chem. Soc. Chem. Commun. 1995, 1479;
21. b) K. Angermund, W. Baumann, E. Dinjus, R. Fornika, H. Görls, M. Kessler, C. Krüger, W. Leitner, F. Lutz, Chem. Eur. J. 1997, 3, 755.
22. max = 150°C). The saturation concentrations were estimated from the Lambert-Beer equation by using extinction coefficients from calibration measurements in THF.
23. 2 on the hydroformylation in an aqueous biphasic system, see B. Cornils, W. Konkol, H. Bach, G. Dämbkes, W. Gick, E. Wiebus, H. Bahrmann (Ruhrchemie AG), DE 3415968, 1984 [Chem. Abstr. 1986, 104, 209147p].
24. 2 on the hydroformylation in an aqueous biphasic system, see B. Cornils, W. Konkol, H. Bach, G. Dämbkes, W. Gick, E. Wiebus, H. Bahrmann (Ruhrchemie AG), DE 3415968, 1984 [Chem. Abstr. 1986, 104, 209147p].
25. 2 on the hydroformylation in an aqueous biphasic system, see B. Cornils, W. Konkol, H. Bach, G. Dämbkes, W. Gick, E. Wiebus, H. Bahrmann (Ruhrchemie AG), DE 3415968, 1984 [Chem. Abstr. 1986, 104, 209147p].
26. 1H NMR spectroscopy.