Title:
ZEOLITE-PALLADIUM COMPLEX, METHOD FOR PRODUCING THE SAME, CATALYST COMPRISING THE COMPLEX, AND METHOD FOR PRODUCING A COUPLING COMPOUND USING THE CATALYST
Document Type and Number:
WIPO Patent Application WO/2010/098310
Kind Code:
A1
Abstract:
Disclosed is a substance with far greater catalytic activity in a Suzuki-Miyaura reaction in comparison to conventional heterogeneous catalysts. A zeolite-palladium complex is provided with a USY zeolite and Pd supported on the aforementioned USY zeolite, wherein the aforementioned Pd has a Pd-Pd coordination number of 4 or less and an oxidation number of 0.5 or less.
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Inventors:
OKUMURA KAZU (JP)
NIWA MIKI (JP)
MATSUI HIROSUKE (JP)
ENMI YOSHINORI (JP)
TOMIYAMA TAKUYA (JP)
OKUDA SHIZUYO (JP)
NIWA MIKI (JP)
MATSUI HIROSUKE (JP)
ENMI YOSHINORI (JP)
TOMIYAMA TAKUYA (JP)
OKUDA SHIZUYO (JP)
Application Number:
PCT/JP2010/052739
Publication Date:
September 02, 2010
Filing Date:
February 23, 2010
Export Citation:
Assignee:
NAT UNIV CORP TOTTORI UNIV (JP)
OKUMURA KAZU (JP)
NIWA MIKI (JP)
MATSUI HIROSUKE (JP)
ENMI YOSHINORI (JP)
TOMIYAMA TAKUYA (JP)
OKUDA SHIZUYO (JP)
OKUMURA KAZU (JP)
NIWA MIKI (JP)
MATSUI HIROSUKE (JP)
ENMI YOSHINORI (JP)
TOMIYAMA TAKUYA (JP)
OKUDA SHIZUYO (JP)
International Classes:
B01J29/12; B01J37/18; C01B39/24; C07C1/26; C07C1/32; C07C15/14; C07C15/50; C07C15/52; C07C37/11; C07C39/15; C07C41/30; C07C43/205; C07C43/215; C07C45/65; C07C45/67; C07C47/546; C07C49/784; C07C49/796; C07C201/12; C07C205/06; C07C209/74; C07C211/55; C07C253/30; C07C255/50; C07D213/16; C07B61/00
Foreign References:
| JP2010069415A | 2010-04-02 |
Other References:
OKUMURA KAZU ET AL.: "In-Situ QXAFS Studies on the Dynamic Coalescence and Dispersion Processes of Pd in the USY Zeolite", J.PHYS. CHEM.C, vol. 111, no. 39, 4 October 2007 (2007-10-04), pages 14426 - 14432, XP055067771
OKUMURA KAZU ET AL.: "Stepwise Growth of Pd Clusters in USY Zeolite at Room Temperature Analyzed by QXAFS", J. PHYS. CHEM. C, vol. 112, no. 43, 30 October 2008 (2008-10-30), pages 16740 - 16747, XP055067773
KAZU OKUMURA ET AL.: "sono Ba Kangenho ni yori Keisei sareta Pd Cluster Shokubai ni yoru SUZUKI-MIYAURA Coupling Hanno", SHOKUBAI, vol. 51, no. 2, 10 March 2009 (2009-03-10), pages 126 - 128, XP008168447
OKUMURA KAZU ET AL.: "Generation of the active Pd cluster catalyst in the Suzuki-Miyaura reactions:Effect of the activation with H2 studied by means of quick XAFS", JOURNAL OF CATALYSIS, vol. 265, no. 1, 1 July 2009 (2009-07-01), pages 89 - 98, XP026157585
K. OKUMURA, K., KATO, T., SANADA, M., NIWA, J., PHYS. CHEM. C, vol. 111, 2007, pages 14426
DURGUN GUELAY, AKSIN OEZGE, ARTOK LEVENT, J. MOL. CATAL. A, vol. 278, 2007, pages 179
ARTOK L, BULUT H, TETRAHEDRON LETTERS, vol. 45, 2004, pages 3881 - 3884
BULUT H, ARTOK L, YILMAZ S, TETRAHEDRON LETTERS, vol. 44, 2003, pages 289 - 291
MARUYAMA R, KANNO T, SHIMIZU K, KODAMA T, KITAYAMA Y, CATALYST SYMPOSIUM, SYMPOSIUM A PROCEEDING, vol. 92ND, 18 September 2003 (2003-09-18), pages 137
MORI K, YAMAGUCHI K, HARA T, MIZUGAKI T, EBITANI K, KANEDA K, J. AM. CHEM. SOC., vol. 124, no. 39, 2 October 2002 (2002-10-02), pages 11572 - 11573
KUDO DAISUKE, MASUI YOICHI, ONAKA MAKOTO, CHEM. LETT., vol. 36, no. 7, 2007, pages 918 - 919
HAGIWARA HISAHIRO, KO KEON HYEOK, HOSHI TAKASHI, SUZUKI TOSHIO, CHEM. COMMUN., 19 July 2007 (2007-07-19), pages 2838 - 2840
HAGIWARA H, KO KEON HYEOK, HOSHI T, SUZUKI T, THE CHEMICAL SOCIETY OF JAPAN, PROCEEDING, vol. 87, no. 2, 12 March 2007 (2007-03-12), pages 1055
SHIMIZU K, KOIZUMI S, KODAMA T, KITAYAMA Y, SHOKUBAI (CATALYST, vol. 46, no. 6, 10 September 2004 (2004-09-10), pages 533 - 535
TAKEMOTO TOSHIHIDE, IWASA SEIJI, HAMADA HIROSHI, SHIBATOMI KAZUTAKA, KAMEYAMA MASAYUKI, MOTOYAMA YUKIHIRO, NISHIYAMA HISAO, TETRAHEDRON LETT., vol. 48, no. 19, 7 May 2007 (2007-05-07), pages 3397 - 3401
JIANG NAN, RAGAUSKAS ARTHUR J., TETRAHEDRON LETT., vol. 47, no. 2, 9 January 2006 (2006-01-09), pages 197 - 200
WOLFE J P, SINGER R A, YANG B H, BUCHWALD S L, J. AM. CHEM. SOC., vol. 121, no. 41, 20 October 1999 (1999-10-20), pages 9550 - 9561
SCHNEIDER SABINE K., HERRMANN WOLFGANG A., ROEMBKE PATRIC, JULIUS GERRIT R., RAUBENHEIMER HELGARD G, ADV. SYNTH. CATAL., vol. 348, no. 14, September 2006 (2006-09-01), pages 1862 - 1873
LI SHENGHAI, ZHANG SUOBO, LIN YINGJIE, CAO JUNGANG, J. ORG. CHEM., vol. 72, no. 11, 25 May 2007 (2007-05-25), pages 4067 - 4072
DIALLO ABDOU KHADRI, ORNELAS CATIA, RUIZ ARANZAES JAIME, ASTRUC DIDIER, SALMON LIONEL, ANGEW. CHEM. INT. ED., vol. 46, no. 45, December 2007 (2007-12-01), pages 8644 - 8648
J. MOL. CATAL. A, vol. 278, 2007, pages 179
OKUMURA KAZU ET AL.: "Stepwise Growth of Pd Clusters in USY Zeolite at Room Temperature Analyzed by QXAFS", J. PHYS. CHEM. C, vol. 112, no. 43, 30 October 2008 (2008-10-30), pages 16740 - 16747, XP055067773
KAZU OKUMURA ET AL.: "sono Ba Kangenho ni yori Keisei sareta Pd Cluster Shokubai ni yoru SUZUKI-MIYAURA Coupling Hanno", SHOKUBAI, vol. 51, no. 2, 10 March 2009 (2009-03-10), pages 126 - 128, XP008168447
OKUMURA KAZU ET AL.: "Generation of the active Pd cluster catalyst in the Suzuki-Miyaura reactions:Effect of the activation with H2 studied by means of quick XAFS", JOURNAL OF CATALYSIS, vol. 265, no. 1, 1 July 2009 (2009-07-01), pages 89 - 98, XP026157585
K. OKUMURA, K., KATO, T., SANADA, M., NIWA, J., PHYS. CHEM. C, vol. 111, 2007, pages 14426
DURGUN GUELAY, AKSIN OEZGE, ARTOK LEVENT, J. MOL. CATAL. A, vol. 278, 2007, pages 179
ARTOK L, BULUT H, TETRAHEDRON LETTERS, vol. 45, 2004, pages 3881 - 3884
BULUT H, ARTOK L, YILMAZ S, TETRAHEDRON LETTERS, vol. 44, 2003, pages 289 - 291
MARUYAMA R, KANNO T, SHIMIZU K, KODAMA T, KITAYAMA Y, CATALYST SYMPOSIUM, SYMPOSIUM A PROCEEDING, vol. 92ND, 18 September 2003 (2003-09-18), pages 137
MORI K, YAMAGUCHI K, HARA T, MIZUGAKI T, EBITANI K, KANEDA K, J. AM. CHEM. SOC., vol. 124, no. 39, 2 October 2002 (2002-10-02), pages 11572 - 11573
KUDO DAISUKE, MASUI YOICHI, ONAKA MAKOTO, CHEM. LETT., vol. 36, no. 7, 2007, pages 918 - 919
HAGIWARA HISAHIRO, KO KEON HYEOK, HOSHI TAKASHI, SUZUKI TOSHIO, CHEM. COMMUN., 19 July 2007 (2007-07-19), pages 2838 - 2840
HAGIWARA H, KO KEON HYEOK, HOSHI T, SUZUKI T, THE CHEMICAL SOCIETY OF JAPAN, PROCEEDING, vol. 87, no. 2, 12 March 2007 (2007-03-12), pages 1055
SHIMIZU K, KOIZUMI S, KODAMA T, KITAYAMA Y, SHOKUBAI (CATALYST, vol. 46, no. 6, 10 September 2004 (2004-09-10), pages 533 - 535
TAKEMOTO TOSHIHIDE, IWASA SEIJI, HAMADA HIROSHI, SHIBATOMI KAZUTAKA, KAMEYAMA MASAYUKI, MOTOYAMA YUKIHIRO, NISHIYAMA HISAO, TETRAHEDRON LETT., vol. 48, no. 19, 7 May 2007 (2007-05-07), pages 3397 - 3401
JIANG NAN, RAGAUSKAS ARTHUR J., TETRAHEDRON LETT., vol. 47, no. 2, 9 January 2006 (2006-01-09), pages 197 - 200
WOLFE J P, SINGER R A, YANG B H, BUCHWALD S L, J. AM. CHEM. SOC., vol. 121, no. 41, 20 October 1999 (1999-10-20), pages 9550 - 9561
SCHNEIDER SABINE K., HERRMANN WOLFGANG A., ROEMBKE PATRIC, JULIUS GERRIT R., RAUBENHEIMER HELGARD G, ADV. SYNTH. CATAL., vol. 348, no. 14, September 2006 (2006-09-01), pages 1862 - 1873
LI SHENGHAI, ZHANG SUOBO, LIN YINGJIE, CAO JUNGANG, J. ORG. CHEM., vol. 72, no. 11, 25 May 2007 (2007-05-25), pages 4067 - 4072
DIALLO ABDOU KHADRI, ORNELAS CATIA, RUIZ ARANZAES JAIME, ASTRUC DIDIER, SALMON LIONEL, ANGEW. CHEM. INT. ED., vol. 46, no. 45, December 2007 (2007-12-01), pages 8644 - 8648
J. MOL. CATAL. A, vol. 278, 2007, pages 179
Attorney, Agent or Firm:
OKUNO Akihiko et al. (JP)
Akihiko Okuno (JP)
Akihiko Okuno (JP)
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