Suzuki-Miyaura coupling catalyzed by polymer-incarcerated palladium, a highly active, recoverable, and reusable Pd catalyst

Organic Letters

Volumn 6, Issue 12, 2004, Pages 1987-1990

  Okamoto, Kuniaki ^a   Akiyama, Ryo ^a   Kobayashi, Shu ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

LIGAND; PALLADIUM; PHOSPHINE DERIVATIVE; POLYMER;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; FILTRATION; METHODOLOGY; RECYCLING; SUZUKI MIYAURA COUPLING;

EID: 3042708394     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol049429b     Document Type: Article

References (46)

1. For reviews, see: (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457. (b) Suzuki, A. J. Organomet. Chem. 1999, 576, 147. (c) Suzuki, A. In Metal-Catalyzed Cross-coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 1998; p 49. (d) Organometallics in Synthesis: A Manual; Schlosser, M., Ed.; Miley: West Sussex, UK, 2002. (e) Stanforth, S. P. Tetrahedron 1998, 54, 263. (f) Thompson, L. A.; Ellman, J. A. Chem Rev. 1996, 96, 555. (g) Tsuji, J. In Palladium Reagents and Catalysts: Innovations in Organic Synthesis; Wiley: Chichester, UK, 1995. (h) Hassan, J.; Sevignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359.
2. For reviews, see: (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457. (b) Suzuki, A. J. Organomet. Chem. 1999, 576, 147. (c) Suzuki, A. In Metal-Catalyzed Cross-coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 1998; p 49. (d) Organometallics in Synthesis: A Manual; Schlosser, M., Ed.; Miley: West Sussex, UK, 2002. (e) Stanforth, S. P. Tetrahedron 1998, 54, 263. (f) Thompson, L. A.; Ellman, J. A. Chem Rev. 1996, 96, 555. (g) Tsuji, J. In Palladium Reagents and Catalysts: Innovations in Organic Synthesis; Wiley: Chichester, UK, 1995. (h) Hassan, J.; Sevignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359.
3. For reviews, see: (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457. (b) Suzuki, A. J. Organomet. Chem. 1999, 576, 147. (c) Suzuki, A. In Metal-Catalyzed Cross-coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 1998; p 49. (d) Organometallics in Synthesis: A Manual; Schlosser, M., Ed.; Miley: West Sussex, UK, 2002. (e) Stanforth, S. P. Tetrahedron 1998, 54, 263. (f) Thompson, L. A.; Ellman, J. A. Chem Rev. 1996, 96, 555. (g) Tsuji, J. In Palladium Reagents and Catalysts: Innovations in Organic Synthesis; Wiley: Chichester, UK, 1995. (h) Hassan, J.; Sevignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359.
4. For reviews, see: (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457. (b) Suzuki, A. J. Organomet. Chem. 1999, 576, 147. (c) Suzuki, A. In Metal-Catalyzed Cross-coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 1998; p 49. (d) Organometallics in Synthesis: A Manual; Schlosser, M., Ed.; Miley: West Sussex, UK, 2002. (e) Stanforth, S. P. Tetrahedron 1998, 54, 263. (f) Thompson, L. A.; Ellman, J. A. Chem Rev. 1996, 96, 555. (g) Tsuji, J. In Palladium Reagents and Catalysts: Innovations in Organic Synthesis; Wiley: Chichester, UK, 1995. (h) Hassan, J.; Sevignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359.
5. For reviews, see: (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457. (b) Suzuki, A. J. Organomet. Chem. 1999, 576, 147. (c) Suzuki, A. In Metal-Catalyzed Cross-coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 1998; p 49. (d) Organometallics in Synthesis: A Manual; Schlosser, M., Ed.; Miley: West Sussex, UK, 2002. (e) Stanforth, S. P. Tetrahedron 1998, 54, 263. (f) Thompson, L. A.; Ellman, J. A. Chem Rev. 1996, 96, 555. (g) Tsuji, J. In Palladium Reagents and Catalysts: Innovations in Organic Synthesis; Wiley: Chichester, UK, 1995. (h) Hassan, J.; Sevignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359.
6. For reviews, see: (a) Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457. (b) Suzuki, A. J. Organomet. Chem. 1999, 576, 147. (c) Suzuki, A. In Metal-Catalyzed Cross-coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 1998; p 49. (d) Organometallics in Synthesis: A Manual; Schlosser, M., Ed.; Miley: West Sussex, UK, 2002. (e) Stanforth, S. P. Tetrahedron 1998, 54, 263. (f) Thompson, L. A.; Ellman, J. A. Chem Rev. 1996, 96, 555. (g) Tsuji, J. In Palladium Reagents and Catalysts: Innovations in Organic Synthesis; Wiley: Chichester, UK, 1995. (h) Hassan, J.; Sevignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359.
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45. Experimental details are shown in the Supporting Information.
46. The lower detection limit is 5 ppm (0.94%).