A practical synthesis of a disulfonated phosphine and its application to biphasic catalysis

Tetrahedron Letters

Volumn 41, Issue 22, 2000, Pages 4503-4505

  Thorpe, Tim ^a   Brown, Stephen M ^b   Crosby, John ^c   Fitzjohn, Steven ^b   Muxworthy, James P ^b   Williams, Jonathan M J ^a  

^a University of Bath Claverton Down   (United Kingdom)

^b JEALOTT S HILL RESEARCH STATION   (United Kingdom)

^c ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

PHOSPHINE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; LEACHING; REACTION ANALYSIS; SYNTHESIS;

EID: 0034621999     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00651-1     Document Type: Article

References (14)

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3. (c) Cornils, B.; Kuntz, E. G. J. Organomet. Chem. 1995, 502, 177-186.
4. For a review on aqueous organometallic chemistry, see: Joó, F.; Kathó, A. J. Mol. Catal. 1997, 116, 3-26.
5. Bartik, T.; Bartik, B.; Hanson, B. E.; Glass, T.; Bebout, W. Inorg. Chem. 1992, 31, 2667-2670.
6. (b) Herrmann, W. A.; Albanese, G. P.; Manetsberger, R. B.; Lappe, P.; Bahrmann, H. Angew. Chem., Int. Ed. Engl. 1995, 34, 811-813.
7. (c) Darensbourg, M. Y., Ed. Inorganic Syntheses 1998, 32, 14-16.
8. (d) Hida, S.; Roman, P. J.; Bowden, A. A.; Atwood, J. D. J. Coord. Chem. 1998, 43, 345-348.
9. Triphenylphosphine was recrystallised from hot methanol before use.
10. Protonation of the phosphine provides stability against the oxidising nature of the oleum.
11. The addition of NaOH should take no less than 1 hour due to the exothermic nature of the reaction. It is at this stage that oxidation of the phosphorus is likely to occur. During the early stages of neutralisation the solution still has the potential to oxidise and oxidation is more likely at elevated temperatures.
12. Bhanage, B. M.; Zhao, F.-G.; Shirai, M.; Arai, M. Tetrahedron Lett. 1998, 39, 9509-9512.
13. (b) Lemaire-Audoire, S.; Savignac, M.; Dupuis, C.; Genêt, J.-P. Tetrahedron Lett. 1996, 37, 2003-2006.
14. 3) was then added and the samples centrifuged. Analysis was undertaken on a Perkin-Elmer 1100B atomic absorption instrument in conjunction with a series of Pd standards.