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Volumn 64, Issue 11, 1999, Pages 3885-3890

Microwave-assisted aqueous Suzuki cross-coupling reactions

Author keywords

[No Author keywords available]

Indexed keywords

BENZOIC ACID DERIVATIVE; BORONIC ACID DERIVATIVE;

EID: 0345005012     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo982135h     Document Type: Article
Times cited : (220)

References (57)
  • 1
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    • For reviews, see: (a) Martin, A. R.; Yang, Y. Acta Chem. Scand. 1993, 47, 221. (b) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
    • (1993) Acta Chem. Scand. , vol.47 , pp. 221
    • Martin, A.R.1    Yang, Y.2
  • 2
    • 2042507954 scopus 로고
    • For reviews, see: (a) Martin, A. R.; Yang, Y. Acta Chem. Scand. 1993, 47, 221. (b) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
    • (1995) Chem. Rev. , vol.95 , pp. 2457
    • Miyaura, N.1    Suzuki, A.2
  • 18
    • 0031098534 scopus 로고    scopus 로고
    • For reviews, see (a) Gravert, D. J.; Janda, K. D. Chem. Rev. 1997, 97, 489. (b) Geckeler, K. Adv. Polym. Sci. 1995, 121, 31. (c) Mutter, M.; Bayer, E. In The Peptides; Academic: New York, 1979; Vol. 2, p 285.
    • (1997) Chem. Rev. , vol.97 , pp. 489
    • Gravert, D.J.1    Janda, K.D.2
  • 19
    • 0011908697 scopus 로고
    • For reviews, see (a) Gravert, D. J.; Janda, K. D. Chem. Rev. 1997, 97, 489. (b) Geckeler, K. Adv. Polym. Sci. 1995, 121, 31. (c) Mutter, M.; Bayer, E. In The Peptides; Academic: New York, 1979; Vol. 2, p 285.
    • (1995) Adv. Polym. Sci. , vol.121 , pp. 31
    • Geckeler, K.1
  • 20
    • 0000609990 scopus 로고
    • Academic: New York
    • For reviews, see (a) Gravert, D. J.; Janda, K. D. Chem. Rev. 1997, 97, 489. (b) Geckeler, K. Adv. Polym. Sci. 1995, 121, 31. (c) Mutter, M.; Bayer, E. In The Peptides; Academic: New York, 1979; Vol. 2, p 285.
    • (1979) The Peptides , vol.2 , pp. 285
    • Mutter, M.1    Bayer, E.2
  • 27
    • 0344483733 scopus 로고
    • 6-DMSO: The hydroxyl protons at the polymer terminus show a triplet at 4.56 ppm which is well-separated from the large backbone peak (centered at 3.51 ppm) and which does not shift or broaden with variation in concentration of the PEG or impurities. (a) Dust, J..M.; Fang, Z.; Harris, J. M. Macromolecules 1990, 23, 2. (b) Lambert, J. B.; Shurvell, H. F.; Vebit, L.; Cooks, R. G.; Stout, G. H. In Organic Structural Analysis; Macmillan: New York, 1976; p 16.
    • (1990) Macromolecules , vol.23 , pp. 2
    • Dust, J.M.1    Fang, Z.2    Harris, J.M.3
  • 28
    • 0004198053 scopus 로고
    • Macmillan: New York
    • 6-DMSO: The hydroxyl protons at the polymer terminus show a triplet at 4.56 ppm which is well-separated from the large backbone peak (centered at 3.51 ppm) and which does not shift or broaden with variation in concentration of the PEG or impurities. (a) Dust, J..M.; Fang, Z.; Harris, J. M. Macromolecules 1990, 23, 2. (b) Lambert, J. B.; Shurvell, H. F.; Vebit, L.; Cooks, R. G.; Stout, G. H. In Organic Structural Analysis; Macmillan: New York, 1976; p 16.
    • (1976) Organic Structural Analysis , pp. 16
    • Lambert, J.B.1    Shurvell, H.F.2    Vebit, L.3    Cooks, R.G.4    Stout, G.H.5
  • 30
    • 0029078472 scopus 로고
    • For reviews see: (a) Caddick, S. Tetrahedron 1995, 51, 10403. (b) Gedye, R. N.; Smith, F. E.; Westaway, K. C. Can. J. Chem. 1988, 66, 17.
    • (1995) Tetrahedron , vol.51 , pp. 10403
    • Caddick, S.1
  • 34
    • 0344914509 scopus 로고    scopus 로고
    • note
    • Caution!! The palladium catalyst must be well distributed in the reaction mixture otherwise extreme local overheating can occur resulting in the destruction of the reaction tube! Reaction vessels must not be closed!
  • 35
    • 0027180141 scopus 로고
    • For reviews see: (a) Ritter, K. Synthesis 1993, 735. (b) Stang, P. J.; Hanack, M.; Subramanian, L. R. Synthesis 1982, 85.
    • (1993) Synthesis , pp. 735
    • Ritter, K.1
  • 52
    • 0345345745 scopus 로고    scopus 로고
    • note
    • Depending on the anionic polymerization conditions, the polydispersity of the polymer varies, making elemental analysis or melting points of the polymer-bound compounds inadequate for characterization.
  • 53
    • 0344483219 scopus 로고    scopus 로고
    • note
    • Microwave-assisted reactions for up to 2 g of polymer in 4 mL of water were carried out under argon in 20 mL screw-cap culture tubes equipped with a silicon septum in which little holes had been punched for release of pressure. The reaction volume filled not more than 1/3 of the volume of the tube allowing headspace for pressure build-up during the microwave treatment. The reaction mixtures were vortexed prior to the irradiation to ensure a well distribution of the reagents. During the microwave treatment, the mixtures were not stirred, since heavy agitation usually occurred.


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