Ligands for metals and improved metal-catalyzed processes...

Organic compounds -- part of the class 532-570 series – Organic compounds – Silicon containing

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C558S415000, C558S420000, C558S421000, C564S064000, C564S428000, C568S017000

Reexamination Certificate

active

07026498

ABSTRACT:
One aspect of the present invention relates to novel ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in transition metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.

REFERENCES:
patent: 4383112 (1983-05-01), Laidler et al.
patent: 4604474 (1986-08-01), Kumobayashi et al.
patent: 4691037 (1987-09-01), Yoshikawa et al.
patent: 4723033 (1988-02-01), Erickson
patent: 4739084 (1988-04-01), Takaya et al.
patent: 4739085 (1988-04-01), Takaya et al.
patent: 4877908 (1989-10-01), Petit et al.
patent: 4885376 (1989-12-01), Verkade
patent: 4954644 (1990-09-01), Sayo et al.
patent: 4992591 (1991-02-01), Hou et al.
patent: 4994590 (1991-02-01), Takaya et al.
patent: 5008457 (1991-04-01), Burk
patent: 5012002 (1991-04-01), Kumobayashi et al.
patent: 5099077 (1992-03-01), Petit et al.
patent: 5144050 (1992-09-01), Chan et al.
patent: 5162586 (1992-11-01), Villacorta et al.
patent: 5177230 (1993-01-01), Burk
patent: 5187135 (1993-02-01), Kolich et al.
patent: 5187136 (1993-02-01), Klobucar et al.
patent: 5187281 (1993-02-01), Kolich et al.
patent: 5206399 (1993-04-01), Sayo et al.
patent: 5210202 (1993-05-01), Petit et al.
patent: 5223632 (1993-06-01), Ishizaki et al.
patent: 5231202 (1993-07-01), Hayashi et al.
patent: 5268492 (1993-12-01), Yamamoto et al.
patent: 5274146 (1993-12-01), Ishizaki et al.
patent: 5312939 (1994-05-01), Hori et al.
patent: 5322956 (1994-06-01), Burk
patent: 5334791 (1994-08-01), Cavell et al.
patent: 5347045 (1994-09-01), Herrmann et al.
patent: 5440062 (1995-08-01), Villacorta et al.
patent: 5481045 (1996-01-01), Herrmann et al.
patent: 5508458 (1996-04-01), Zhao
patent: 5510503 (1996-04-01), Laue et al.
patent: 5510554 (1996-04-01), Regnat et al.
patent: 5530150 (1996-06-01), Takaya et al.
patent: 5565398 (1996-10-01), Herrmann et al.
patent: 5631393 (1997-05-01), Kohlpaintner et al.
patent: 5648548 (1997-07-01), Takaya et al.
patent: 5663426 (1997-09-01), Albanese et al.
patent: 5693868 (1997-12-01), Sayo et al.
patent: 5710337 (1998-01-01), Unruh et al.
patent: 5710338 (1998-01-01), Unruh et al.
patent: 5736480 (1998-04-01), Davis et al.
patent: 5739396 (1998-04-01), Trost et al.
patent: 5756760 (1998-05-01), Miyano et al.
patent: 5756838 (1998-05-01), Davis et al.
patent: 5767276 (1998-06-01), Zhang
patent: 5777087 (1998-07-01), Kohlpaintner et al.
patent: 5780692 (1998-07-01), Sakaguchi et al.
patent: 5789333 (1998-08-01), Angelici et al.
patent: 5789609 (1998-08-01), Tamao et al.
patent: 5789624 (1998-08-01), Unruh et al.
patent: 5808162 (1998-09-01), Sayo et al.
patent: 5817877 (1998-10-01), Hartwig et al.
patent: 5824830 (1998-10-01), Ikariya
patent: 5827794 (1998-10-01), Davis et al.
patent: 5847222 (1998-12-01), Yokozawa et al.
patent: 5977361 (1999-11-01), Hartwig et al.
patent: 6100398 (2000-08-01), Hartwig et al.
patent: 6143834 (2000-11-01), Tamao et al.
patent: 6274745 (2001-08-01), Inanaga et al.
patent: 6307087 (2001-10-01), Buchwald et al.
patent: 6395916 (2002-05-01), Buchwald et al.
patent: 0 118 257 (1984-09-01), None
patent: 0 135 392 (1985-03-01), None
patent: 0 156 607 (1985-10-01), None
patent: 0 156 607 (1985-10-01), None
patent: 0 174 057 (1986-03-01), None
patent: 0 174 057 (1986-03-01), None
patent: 0 118 257 (1986-12-01), None
patent: 0 235 450 (1987-09-01), None
patent: 0 135 392 (1988-02-01), None
patent: 0 466 405 (1992-01-01), None
patent: 0 466 405 (1992-01-01), None
patent: 0 503 884 (1992-09-01), None
patent: 0 667 350 (1995-08-01), None
patent: 731105 (1996-09-01), None
patent: 0 529 908 (1997-05-01), None
patent: 0 802 173 (1997-10-01), None
patent: 0 826 694 (1998-03-01), None
patent: 0 849 274 (1998-06-01), None
patent: 0 647 648 (1999-03-01), None
patent: 51132190 (1976-11-01), None
patent: 5-97880 (1993-04-01), None
patent: 5-239076 (1993-09-01), None
patent: 0 733 0786 (1995-12-01), None
patent: 8311090 (1996-11-01), None
patent: 0 923 528 9 (1997-09-01), None
patent: WO 89/10916 (1989-11-01), None
patent: WO 92/09552 (1992-06-01), None
patent: WO 95/22405 (1995-08-01), None
patent: WO 97/13763 (1997-04-01), None
patent: WO 97/24351 (1997-07-01), None
patent: WO 97/47633 (1997-12-01), None
patent: WO 98/12202 (1998-03-01), None
patent: WO 98/15515 (1998-04-01), None
Ahman, J., et al., “Assymmetric Arylation of Ketone Enolates,”J. Am. Chem. Soc., 120, pp.1918-1919, 1998.
Benincori, T., et al., “(Diphenylphosphino)-biheteroaryls: the First Example of a New Class of Chiral Atropisomeric Chelating Diphosphine Ligands for Transition Metal Catalysed Stereoselective Reactions,”J. Chem. Soc., Chem. Commun., pp. 685-686, 1995.
Fiaud, J., et al., “Preparation of Optically Pure1,2,5-Triphenylphospholane. Use as Ligand for Enantioselective Transition-Metal Catalysis,”Tetrahedron Letters, vol. 32, No. 38, pp. 5089-5092, 1991.
Frejd, T., et al., “2,2′-Dimethyl-6,6′-bis(diphenylphosphino)biphenyl (BIPHEMP) as a Chiral Ligand for Transition Metal Catalyzed Asymmetric Synthesis of Binapthyls and for Asymmetric Hydrogenation. A Comparison with BINAP,”Acta Chemica Scandinavica43, pp. 670-675, 1989.
Hiroi, K., et al., “Asymmetric Induction Reactions. VI.1,2)Asymmetric Synthesis of a Cyclopentene Derivative by Transition Metal-Catalyzed Asymmetric Vinylcyclopropane-Cyclopentene Rearrangements with Chiral Phosphine Ligands,”Chem. Pharm. Bull., 42(3) pp. 470-474 1994.
Shirakawa, E., et al, “Carbostannylation of Alkynes Catalyzed by an Iminophosphine—Palladium Complex,”J. Am. Chem. Soc., 120, pp. 2975-2976, 1998.
Sodeoka, M., et al., Stable Diaqua Palladium (II) Complexes of BINAP and Tol-BINAP as Highly Efficient Catalysts for Asymmetric Aldol Reactions,SYNLETT, pp. 463-466, May 1997.
Sodeoka, M., et al., “Asymmetric Synthesis Using Palladium Catalysts,”Pure&Appl. Chem., vol. 70, No. 2, pp. 411-414, 1998.
Tamao, K., et al., “Optically Active 2,2′-bis(Diphenylphosphinomethyl)-1,1′-Binaphthyl: A New Chiral Bidentate Phosphine Ligand for Transition-Metal Complex Catalyzed Asymmetric Reactions,”Tetrahedron Letters, No. 16, pp. 1389-1392, 1977.
Tanner, D., et al., “C2-Symmetric Bis(Aziridines): A New Class of Chiral Ligands for Transition Metal-Mediated Asymmetric Synthesis,”Tetrahedron Letters, vol. 35, No. 26, pp. 4631-4634, 1994.
Tokunoh, R., et al., “Synthesis and Crystal Structure of a New C2-Symmetric Chiral Bis-sulfoxide Ligand and Its Palladium (II) Complex,”Tetrahedron Letters, vol. 36, No. 44, pp. 8035-8038, 1995.
Trost, B., et al., “Asymmetric Ligands for Transition-Metal-Catalyzed Reactions: 2-Diphenylphosphinobenzoyl Derivatives of C2-Symmetric Diols and Diamines,”Angew. Chem. Int. Ed. Engl.31 No. 2, 1992.
Trost, B., et al., “Synthesis of 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (BINAP), an Atropisometric Chiral Bis(triaryl)phosphine, and Its Use in the Rhodium(I)-Catalyzed Asymmetric Hydrogenation of α-(Acylamino) acrylic Acids,”J. Am. Chem. Soc., 102, pp. 1932-1934, 1980.
Vyskocil, S., et al., “Derivatives of 2-Amino-2′-diphenylphosphino-1,1′-binaphthyl (MAP) and their Application in Pd(0)-Catalyzed Allylic Substitution,”Am. Chem. Soc., Newsletter and Abstracts, 216thACS National Meeting, Boston, MA Aug. 23-27, 1998, #538.
Wolfe, J., et al., “An Improved Catalyst System for Aromatic Carbon-Nitrogen Bond Formation: The Possible Involvement of Bis(Phosphine) Palladium Complexes as Key Intermediates,”J. Am. Chem. Soc., 118, pp. 7215-7216, 1996.
Aranyos et al., “Novel Electron-Rich Bulky Phosphine Ligands Facilitate the Palladium-Catalyzed Preparation of Diaryl Ethers”, J. AM. Chem. Soc. 121: 4369-4378 (1999).
Bronco, S. and Consiglio, G., “Regio- and Stereoregul

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Ligands for metals and improved metal-catalyzed processes... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Ligands for metals and improved metal-catalyzed processes..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Ligands for metals and improved metal-catalyzed processes... will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3579144

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.