Organogel media for on-bead screening in combinatorial catalysis

Tetrahedron Letters

Volumn 46, Issue 22, 2005, Pages 3923-3926

  Johansson, Karl Jonas ^a   Andreae, Marc R M ^a   Berkessel, Albrecht ^b   Davis, Anthony P ^a  

^a UNIVERSITY OF BRISTOL   (United Kingdom)

^b UNIVERSITY OF COLOGNE   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; CHROMOGENIC SUBSTRATE; DIAMINE DERIVATIVE; FLUORINE DERIVATIVE; POLY(VINYLIDENE FLOURIDE); POLYMER; POLYSTYRENE DERIVATIVE; PYRIMIDINE DERIVATIVE; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL REACTION; COMBINATORIAL CHEMISTRY; GEL; IMAGE ANALYSIS; REACTION ANALYSIS; THERMOGRAPHY;

EID: 18144431344     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.03.125     Document Type: Article

References (31)

1. K.L. Ding, H.F. Du, Y. Yuan, and J. Long Chem. Eur. J. 10 2004 2872
2. A. Berkessel Curr. Opin. Chem. Biol. 7 2003 409
3. J.G. de Vries, and A.H.M. de Vries Eur. J. Org. Chem. 2003 799
4. C. Gennari, and U. Piarulli Chem. Rev. 103 2003 3071
5. M.T. Reetz Angew. Chem., Int. Ed. 41 2002 1335
6. K.D. Shimizu, M.L. Snapper, and A.H. Hoveyda Chem. Eur. J. 4 1998 1885
7. S.J. Taylor, and J.P. Morken Science 280 1998 267
8. A. Berkessel, and D.A. Herault Angew. Chem., Int. Ed. 38 1999 102
9. G.T. Copeland, and S.J. Miller J. Am. Chem. Soc. 121 1999 4306
10. R.F. Harris, A.J. Nation, G.T. Copeland, and S.J. Miller J. Am. Chem. Soc. 122 2000 11270
11. H. De Muynck, A. Madder, N. Farcy, P.J. De Clercq, M.N. Pérez-Payán, L.M. Öhberg, and A.P. Davis Angew. Chem., Int. Ed. 39 2000 145
12. P. Krattiger, C. McCarthy, A. Pfaltz, and H. Wennemers Angew. Chem., Int. Ed. 42 2003 1722
13. A. Clouet, T. Darbre, and J.-L. Reymond Angew. Chem., Int. Ed. 43 2004 4612
14. M. Müller, T.W. Mathers, and A.P. Davis Angew. Chem., Int. Ed. 40 2001 3813
15. P. Terech, and R.G. Weiss Chem. Rev. 97 1997 3133
16. J.H. van Esch, and B.L. Feringa Angew. Chem., Int. Ed. 39 2000 2263
17. K. Hanabusa, M. Yamada, M. Kimura, and H. Shirai Angew. Chem., Int. Ed. Engl. 35 1996 1949
18. K. Tomioka, T. Sumiyoshi, S. Narui, Y. Nagaoka, A. Iida, Y. Miwa, T. Taga, M. Nakano, and T. Handa J. Am. Chem. Soc. 123 2001 11817
19. J.M. Guenet Thermoreversible Gelation of Polymers and Biopolymers 1992 Academic New York
20. Y. Osada, J.P. Gong, and Y. Tanaka J. Macromol. Sci.-Polym. Rev. C44 2004 87
21. J.W. Cho, H.Y. Song, and S.Y. Kim Polymer 34 1993 1024
22. M. Tazaki, R. Wada, M. Okabe, and T. Homma J. Appl. Polym. Sci. 65 1997 1517
23. B.S. Kim, S.T. Baek, K.W. Song, I.H. Park, J.O. Lee, and N. Nemoto J. Macromol. Sci.-Phys. B43 2004 741
24. Typical procedure: PVF pellets (Aldrich, m.w. 530,000, cat. no. 34,707-8; 500 mg) were placed in a pressure tube with MeCN (5 mL) and heated at 100°C for 30 min with stirring. The resulting homogeneous solution was cooled to room temperature and formed a clear gel within ∼5 min. The gel could be melted and reset as desired
25. These experiments employed shallow beakers, ∼5 cm in diameter, with tight fitting lids to prevent evaporation of solvent
26. Thermal imaging has also been applied to reaction arrays. For examples, see: M.T. Reetz, M.H. Becker, K.M. Kuhling, and A. Holzwarth Angew. Chem., Int. Ed. 37 1998 2647
27. A. Holzwarth, P.W. Schmidt, and W.E. Maier Angew. Chem., Int. Ed. 37 1998 2644
28. M.T. Reetz, M.H. Becker, M. Liebl, and A. Fürstner Angew. Chem., Int. Ed. 39 2000 1236
29. A. Berkessel, E. Ashkenazi, and M.R.M. Andreae Appl. Catal. A: General 254 2003 27
30. 4-(N-Benzyl-N-methylamino)-pyridine, polymer bound; Aldrich cat. no. 35,988-2
31. IR-thermography was performed using a ThermaCAM SC 1000 camera (Inframetrics) with ThermaGram 95® (Vers. 1.60.07) and DynaMite 97® (Vers. 1.01) software from Thermoteknix Systems Ltd., Cambridge, UK. No emissivity correction was applied. Detectable wavelength range of the camera is 3.4-5.4 μm