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Volumn 41, Issue 21, 2002, Pages 3964-4000

Modern separation techniques for the efficient workup in organic synthesis

Author keywords

Biphasic catalysis; Combinatorial chemistry; Parallel synthesis; Polymeric supports; Separation techniques

Indexed keywords

CATALYSIS; ENVIRONMENTAL PROTECTION; POLYMERS; PRECIPITATION (CHEMICAL); PURIFICATION; SUPERCRITICAL FLUID EXTRACTION;

EID: 0037021091     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3773(20021104)41:21<3964::AID-ANIE3964>3.0.CO;2-3     Document Type: Review
Times cited : (375)

References (431)
  • 1
    • 2242428314 scopus 로고    scopus 로고
    • note
    • The original meaning of "combinatorial synthesis" has partially disappeared and it is nowadays used as a synonym for (automated) synthesis of compound libraries in a parallel format.
  • 2
    • 18944378492 scopus 로고    scopus 로고
    • Pure Appl. Chem. 1999, 71, 2349-2365.
    • (1999) Pure Appl. Chem. , vol.71 , pp. 2349-2365
  • 3
    • 0000609674 scopus 로고    scopus 로고
    • D. P. Curran, Angew. Chem. 1998, 110, 1230-1255; Angew. Chem. Int. Ed. 1998, 37, 1174-1196.
    • (1998) Angew. Chem. , vol.110 , pp. 1230-1255
    • Curran, D.P.1
  • 4
    • 0032543080 scopus 로고    scopus 로고
    • D. P. Curran, Angew. Chem. 1998, 110, 1230-1255; Angew. Chem. Int. Ed. 1998, 37, 1174-1196.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 1174-1196
  • 6
    • 0347417134 scopus 로고    scopus 로고
    • T. Welton, Chem. Rev. 1999, 99, 2071-2083.
    • (1999) Chem. Rev. , vol.99 , pp. 2071-2083
    • Welton, T.1
  • 7
    • 0000544358 scopus 로고    scopus 로고
    • P. Wasserscheid, W. Keim, Angew. Chem. 2000, 112, 3926-3945; Angew. Chem. Int. Ed. 2000, 39, 3772-3789.
    • (2000) Angew. Chem. , vol.112 , pp. 3926-3945
    • Wasserscheid, P.1    Keim, W.2
  • 8
    • 0000034575 scopus 로고    scopus 로고
    • P. Wasserscheid, W. Keim, Angew. Chem. 2000, 112, 3926-3945; Angew. Chem. Int. Ed. 2000, 39, 3772-3789.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3772-3789
  • 18
    • 0001620043 scopus 로고
    • Y. Chauvin, L. Mussmann, H. Olivier, Angew. Chem. 1995, 107, 2941-2943; Angew. Chem. Int. Ed. Engl. 1995, 34, 2698-2700.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 2698-2700
  • 41
    • 0030864681 scopus 로고    scopus 로고
    • I. Klement, H. Lütjens, P. Knochel, Angew. Chem. 1997, 109, 1605-1607; Angew. Chem. Int. Ed. Engl. 1997, 36, 1454-1456.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 1454-1456
  • 57
    • 2242429194 scopus 로고    scopus 로고
    • see ref. [52]
    • see ref. [52].
  • 61
    • 0035898425 scopus 로고    scopus 로고
    • A. Bösmann, G. Franciò, E. Janssen, M. Solinas, W. Leitner, P. Wasserscheid, Angew. Chem. 2001. 113. 2769-2771; Angew. Chem. Int. Ed. 2001, 40, 2697-2699.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2697-2699
  • 62
    • 2242441142 scopus 로고    scopus 로고
    • see ref. [55]
    • see ref. [55].
  • 63
    • 2242490319 scopus 로고    scopus 로고
    • see ref. [56]
    • see ref. [56].
  • 64
    • 2242422116 scopus 로고
    • PhD thesis, Technische Hochschule Aachen
    • M. Vogt, PhD thesis, Technische Hochschule Aachen 1991.
    • (1991)
    • Vogt, M.1
  • 66
    • 0000453314 scopus 로고    scopus 로고
    • B. Cornils, Angew. Chem. 1997, 109, 2147-2149; Angew. Chem. Int. Ed. Engl. 1997, 36, 2057-2059.
    • (1997) Angew. Chem. , vol.109 , pp. 2147-2149
    • Cornils, B.1
  • 67
    • 0030772233 scopus 로고    scopus 로고
    • B. Cornils, Angew. Chem. 1997, 109, 2147-2149; Angew. Chem. Int. Ed. Engl. 1997, 36, 2057-2059.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 2057-2059
  • 74
    • 2242426539 scopus 로고    scopus 로고
    • note
    • In this review - like in much of the literature in this field - the term "fluorous solvent" as opposed to "organic solvents" is used for perfluoroalkanes, perfluoroalkylamines, and perfluoro ethers.
  • 81
    • 2242484036 scopus 로고    scopus 로고
    • note
    • The solubility of oxygen in perfluorocarbons is typically in the range of 40-50 vol %, which is about twice as much as in the corresponding hydrocarbons. The solubility of oxygen in water is 3 vol % at 20°C.
  • 82
    • 0018165414 scopus 로고
    • J. G. Riess, M. LeBlanc, Angew. Chem. 1978, 90, 654-668; Angew. Chem. Int. Ed. Engl. 1978, 17, 621-635.
    • (1978) Angew. Chem. , vol.90 , pp. 654-668
    • Riess, J.G.1    LeBlanc, M.2
  • 83
    • 0018010298 scopus 로고
    • J. G. Riess, M. LeBlanc, Angew. Chem. 1978, 90, 654-668; Angew. Chem. Int. Ed. Engl. 1978, 17, 621-635.
    • (1978) Angew. Chem. Int. Ed. Engl. , vol.17 , pp. 621-635
  • 91
    • 2242450851 scopus 로고    scopus 로고
    • note
    • The mutual solubility increases with rising temperature, which makes it difficult to distinguish between homogeneous and heterogenous reactions. Naturally, questions arising in traditional phase-transfer reactions in aqueous biphasic mixtures also arise in fluorous biphasic systems. In a heterogeneous mixture the reaction can still proceed homogeneously (with the catalyst fraction dissolved in the organic phase or with the substrate fraction dissolved in the fluorous phase), heterogenously across the liquid-liquid interface, or in any combination of these pathways. Little information about these details is available in the literature. The oxymoron "homogeneous biphasic catalysis" has been used in this and similar contexts. We feel that new terms should be coined very carefully and only if they contribute to clarifying a complex situation. We suggest the term "homogeneous biphasic catalysis" to be restricted to those rare cases, where the reaction pathways have been investigated and the homogeneous catalysis pathway dominates.
  • 96
    • 0030867666 scopus 로고    scopus 로고
    • J. J. J. Juliette, I. T. Horváth, J. A. Gladysz. Angew. Chem. 1997, 109, 1682-1684; Angew. Chem. Int. Ed. Engl. 1997, 36, 1610-1612.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 1610-1612
  • 105
    • 0000898482 scopus 로고    scopus 로고
    • B. Betzemeier, P. Knochel, Angew. Chem. 1997, 109, 2736-2738; Angew. Chem. Int. Ed. Engl. 1997, 36, 2623-2624.
    • (1997) Angew. Chem. , vol.109 , pp. 2736-2738
    • Betzemeier, B.1    Knochel, P.2
  • 106
    • 0031573932 scopus 로고    scopus 로고
    • B. Betzemeier, P. Knochel, Angew. Chem. 1997, 109, 2736-2738; Angew. Chem. Int. Ed. Engl. 1997, 36, 2623-2624.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 2623-2624
  • 108
    • 0034680546 scopus 로고    scopus 로고
    • S. Schneider, W. Bannwarth, Angew. Chem. 2000, 112, 4293-4296; Angew. Chem. Int. Ed. 2000, 39, 4142-4145.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 4142-4145
  • 113
    • 2242441141 scopus 로고    scopus 로고
    • note
    • According to ref. [102] the loss of activity was because of precipitation of palladium.
  • 119
    • 0031467993 scopus 로고    scopus 로고
    • J.-M. Vincent, A. Rabion, V. K. Yachandra, R. H. Fish, Angew. Chem. 1997, 109, 2438-2440; Angew. Chem. Int. Ed. Engl. 1997. 36, 2346-2349.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 2346-2349
  • 128
    • 0035477535 scopus 로고    scopus 로고
    • J. Xiang, S. Toyoshima, A. Orita, J. Otera, Angew. Chem. 2001, 113, 3782-3784; Angew. Chem. Int. Ed. 2001, 40, 3670-3672.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 3670-3672
  • 150
    • 0001018427 scopus 로고    scopus 로고
    • D. E. Bergbreiter, N. Koshti. J. G. Franchina, J. D. Frels, Angew. Chem. 2000, 112, 1081-1084: Angew. Chem. Int. Ed. 2000, 39, 1039-1042.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 1039-1042
  • 153
    • 0035796741 scopus 로고    scopus 로고
    • B. Hungerhoff, H. Sonnenschein, F. Theil. Angew. Chem. 2001, 113, 2550-2552; Angew. Chem. Int. Ed. 2001, 40, 2492-2494.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 2492-2494
  • 159
    • 0043027938 scopus 로고    scopus 로고
    • Z. Szlávik, G. Tárkányi, Á. Gömöry, J. Rábai, 2000, 2, 2347-2349
    • Z. Szlávik, G. Tárkányi, Á. Gömöry, J. Rábai, 2000, 2, 2347-2349.
  • 161
    • 0000943204 scopus 로고
    • K. Zosel, Angew. Chem. 1978, 90, 748-755; Angew. Chem. Int. Ed. Engl. 1978, 17, 702-709.
    • (1978) Angew. Chem. , vol.90 , pp. 748-755
    • Zosel, K.1
  • 162
    • 0018020670 scopus 로고
    • K. Zosel, Angew. Chem. 1978, 90, 748-755; Angew. Chem. Int. Ed. Engl. 1978, 17, 702-709.
    • (1978) Angew. Chem. Int. Ed. Engl. , vol.17 , pp. 702-709
  • 167
    • 0041032213 scopus 로고    scopus 로고
    • Green chemical syntheses and processes
    • J. W. Tester, R. L. Danheiser, R. D. Weinstein, A. Renslo, J. D. Taylor, I. J. Steinfeld
    • "Green chemical syntheses and processes": J. W. Tester, R. L. Danheiser, R. D. Weinstein, A. Renslo, J. D. Taylor, I. J. Steinfeld, ACS Symp. Ser. 2000, 767, 270-291.
    • (2000) ACS Symp. Ser. , vol.767 , pp. 270-291
  • 171
  • 189
    • 0000746640 scopus 로고
    • Supercritical fluid science and technology
    • P. S. Mohamed, D. S. Halverson, P. G. Debenedetti, R. K. Prud'homme
    • "Supercritical fluid science and technology": P. S. Mohamed, D. S. Halverson, P. G. Debenedetti, R. K. Prud'homme, ACS Symp. Ser. 1989, 406, 355-378.
    • (1989) ACS Symp. Ser. , vol.406 , pp. 355-378
  • 204
    • 0030868052 scopus 로고    scopus 로고
    • S. Kainz, D. Koch, W. Baumann, W. Leitner, Angew. Chem. 1997,109, 1699-1701; Angew. Chem. Int. Ed. Engl. 1997, 36, 1628-1630.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 1628-1630
  • 207
    • 2242472358 scopus 로고    scopus 로고
    • note
    • -: see ref. [190].
  • 222
    • 0031471863 scopus 로고    scopus 로고
    • A. Fürstner, D. Koch, K. Langeman, W. Leitner, C. Six, Angew. Chem. 1997, 109, 2562-2565; Angew. Chem. Int. Ed. Engl. 1997, 36, 2466-2469.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 2466-2469
  • 234
  • 235
    • 0035793279 scopus 로고    scopus 로고
    • S. Wells, J. M. DeSimone, Angew. Chem. 2001, 113, 534-544; Angew. Chem. Int. Ed. 2001, 40, 518-527.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 518-527
  • 237
    • 0011775346 scopus 로고    scopus 로고
    • (Eds.: K. C. Nicolaou, R. Hanko, W. Hartwig), Wiley-VCH. Weinheim, and refereces therein
    • R. Haag, A. Hebel, J. F. Stumbé, in Handbook of Combinatorial Chemistry (Eds.: K. C. Nicolaou, R. Hanko, W. Hartwig), Wiley-VCH. Weinheim, 2002, pp. 24-58, and refereces therein.
    • (2002) Handbook of Combinatorial Chemistry , pp. 24-58
    • Haag, R.1    Hebel, A.2    Stumbé, J.F.3
  • 239
    • 0035804384 scopus 로고    scopus 로고
    • A. Kirschning, H. Monenschein, R. Wittenberg, Angew. Chem. 2001, 113, 670-701; Angew. Chem. Int. Ed. 2001, 40, 650-679.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 650-679
  • 245
    • 0035813892 scopus 로고    scopus 로고
    • A. Kirschning, C. Altwicker, G. Dräger, J. Harders, N. Hoffmann, U. Hoffmann, H. Schönfeld, W. Solodenko, U. Kunz, Angew. Chem. 2001, 114, 4118-4120; Angew. Chem. Int. Ed. 2001, 40, 3995-3998.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 3995-3998
  • 268
    • 0011719966 scopus 로고    scopus 로고
    • B. A. Kulkarni, A. Ganesan, Angew. Chem. 1997, 109, 2565-2567: Angew. Chem. Int. Ed. Engl. 1997, 36, 2454-2455.
    • (1997) Angew. Chem. , vol.109 , pp. 2565-2567
    • Kulkarni, B.A.1    Ganesan, A.2
  • 269
    • 0031452355 scopus 로고    scopus 로고
    • B. A. Kulkarni, A. Ganesan, Angew. Chem. 1997, 109, 2565-2567: Angew. Chem. Int. Ed. Engl. 1997, 36, 2454-2455.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 2454-2455
  • 297
    • 0038772118 scopus 로고    scopus 로고
    • J. Stadlwieser, E.P. Ellmerer-Möller, A. Takó, N. Maslouh, W. Bannwarth, Angew. Chem. 1998, 110, 1487-1489; Angew. Chem. Int. Ed. 1998, 37, 1402-1404.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 1402-1404
  • 324
    • 0033583509 scopus 로고    scopus 로고
    • B. Furman, R. Thürmer, Z. Kaluza, R. Lysek, W. Voelter, M. Chmielewski, Angew. Chem. 1999, 111, 1193-1195; Angew. Chem. Int. Ed. 1999, 38, 1121-1123.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1121-1123
  • 348
    • 0030779208 scopus 로고    scopus 로고
    • K. C. Nicolaou, D. Vourloumis, T. Li, J. Pastor, N. Winssinger, Y. He, S. Ninkovic, F. Sarabia, H. Vallberg, F. Roschangar, N. P. King, M. R. V. Finlay, P. Giannakakou, P. Verdier-Pinard, E. Hamel, Angew. Chem. 1997, 109, 2181-2187; Angew. Chem. Int. Ed. 1997, 36, 2097-2103.
    • (1997) Angew. Chem. Int. Ed. , vol.36 , pp. 2097-2103
  • 359
    • 2242449162 scopus 로고    scopus 로고
    • K. C. Nicolaou, N. Winssinger, J. Pastor, F. Murphy, Angew.Chem. 1998, 110, 2677-2680; Angew. Chem. Int. Ed. 1998, 37, 2677-2680.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2677-2680
  • 368
    • 2242467856 scopus 로고    scopus 로고
    • http://lab-robotics.org/San_diego/html/trident-Library.htm
  • 385
    • 0034675617 scopus 로고    scopus 로고
    • R. Breinbauer, E. N. Jacobsen, Angew. Chem. 2000, 112, 3750-3753: Angew. Chem. Int. Ed. 2000, 39, 3604-3607.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3604-3607
  • 387
    • 2242474188 scopus 로고    scopus 로고
    • For further information see: http://www.hyperpolymers.com.
  • 390
    • 2242456220 scopus 로고    scopus 로고
    • For further information see: http://www.millipore.de.
  • 398
    • 0033152039 scopus 로고    scopus 로고
    • N. J. Hovestad, E. B. Eggeling, H. J. Heidbuchel, J. T. B. H. Jastrzebski, U. Kragl, W. Keim, D. Vogt, G. van Koten, Angew. Chem. 1999, 111, 1763-1765; Angew. Chem. Int. Ed. 1999, 38, 1655-1658.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1655-1658
  • 401
    • 0001965806 scopus 로고    scopus 로고
    • (Eds.: D. E. D. Vos, I. F. J. Vankelecom, P. A. Jacobs), Wiley-VCH, Weinheim
    • D. E. Bergbreiter in Chiral Catalyst Immobilization and Recycling (Eds.: D. E. D. Vos, I. F. J. Vankelecom, P. A. Jacobs), Wiley-VCH, Weinheim, 2000, pp. 43-80
    • (2000) Chiral Catalyst Immobilization and Recycling , pp. 43-80
    • Bergbreiter, D.E.1
  • 404
    • 0035793668 scopus 로고    scopus 로고
    • L. F. Tietze, H. Evers, E. Töpken, Angew. Chem. 2001, 113, 927-929; Angew. Chem. Int. Ed. 2001. 40, 903-905.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 903-905
  • 408
    • 0035906869 scopus 로고    scopus 로고
    • T. Bosanac, J. Yang, C. S. Wilcox, Angew. Chem. 2001, 113, 1927-1931; Angew. Chem. Int. Ed. 2001, 40, 1875-1879.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 1875-1879
  • 410
    • 0035857551 scopus 로고    scopus 로고
    • S. V. Ley, A. Massi, F. Rodriguez, D. C. Horwell, R. A. Lewthwaite, M. C. Pritchard, A. M. Reid, Angew. Chem. 2001, 113, 1088-1090: Angew. Chem. Int. Ed. 2001, 40, 1053-1055.
    • (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 1053-1055
  • 413
    • 2242433823 scopus 로고    scopus 로고
    • US Patent 5318914, 1994
    • C. Matte, A. Muller, US Patent 5318914, 1994.
    • Matte, C.1    Muller, A.2


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