♦ Phosphines - single, ethylene spacer

♦ Phosphines - bis, ethylene spacer

♦ Phosphines - tris, ethylene spacer

♦ Phosphines - bis, branched    

♦ Phosphines - tris, no spacer   

♦ Phosphines - tris, branched

♦ Phosphine oxide - single, ethylene spacer

♦ Phosphine oxide - bis, ethylene spacer

♦ Phosphine oxide - tris, ethylene spacer

♦ Phosphine oxide - bis, branched spacer  

♦ PPh3-PdCl2   

Fluorous phosphines are equivalent to conventional triphenylphosphine in a number of applications, including Staudinger (1), Wittig (2), Aza-Wittig (3), and Mitsunobu (4) reactions.  In addition fluorous phosphines have been extensively used as metal ligands in fluorous biphasic catalysis (5) and fluorous thermomorphic applications (6).  Depending on the number of length of the fluorous ponytails, fluorous phosphines and their oxides can be easily removed using either fluorous solid phase extraction or fluorous liquid-liquid extraction.  Please contact FTI for assistance in selecting the most suitable fluorous phosphine for your application.

1. Lindsley, C. W.; Zhao, Z.; Newton, R. C.; Leister, W. H.; Strauss, K. A. Tetrahedron Lett. 2002, 43, 4467-4470.

2. Soos, T.; Bennett, B. L.; Rutherford, D.; BarthelRosa, L. P.; Gladysz, J. A. Organometallics, 2001, 20, 3079-3086.

3. Barthelemy, S.; Schneider, S.; Bannwarth, W. Tetrahedron Lett. 2002, 43, 807-810.

4. Dandapani, S.; Curran, D. P. J. Org. Chem. 2004, 69, 8751-8757.

5. See Sections 10.8-10.10 in Handbook of Fluorous Chemistry, 2004, 257-288.

6. Wende, M.; Gladysz, J. A. J. Am. Chem. Soc. 2003, 125, 5861-5872.