Synergistic effects of hemilabile coordination and counterions in homogeneous catalysis: New tunable monophosphine ligands for hydrovinylation reactions [15]

Journal of the American Chemical Society

Volumn 121, Issue 42, 1999, Pages 9899-9900

  Nandi, Malay ^a   Jin, Jian ^a   RajanBabu, T V ^a  

^a OHIO STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; LIGAND; NAPHTHALENE DERIVATIVE; PHOSPHINE DERIVATIVE;

CATALYSIS; CATALYST; CHEMICAL REACTION; CHEMICAL STRUCTURE; DIASTEREOISOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LETTER; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY;

EID: 0033610498     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja992493h     Document Type: Letter

References (27)

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8. Other recent applications of hemilabile ligands in synthesis see: (a) Britovsek, G. J. P.; Keim, W.; Mecking, S.; Sainz, D.; Wagner, T. J. Chem. Soc., Chem. Commun. 1993, 1632. (b) Britovsek, G. J. P.; Cavell, K. J.; Keim, W. J. Mol. Catal. A: Chemical 1996, 110, 77. (c) Meking, S.; Keim, W. Organometallics 1996, 15, 2650. (c) Tye, H.; Smyth, D.; Eldred, C.; Wills, M. J. Chem. Soc., Chem. Commun. 1997, 1053. For recent reviews of coordination chemistry of hemilabile ligands, see: Bader, A.; Lindner, E. Coord. Chem. Rev. 1991, 108, 27.; Slone, C. S.; Weinberger, D. A.; Mirkin, C. A. In Progress in Inorganic Chemistry; Karlin, K. D., Ed.; Wiley: New York, 1999; p 233.
9. Other recent applications of hemilabile ligands in synthesis see: (a) Britovsek, G. J. P.; Keim, W.; Mecking, S.; Sainz, D.; Wagner, T. J. Chem. Soc., Chem. Commun. 1993, 1632. (b) Britovsek, G. J. P.; Cavell, K. J.; Keim, W. J. Mol. Catal. A: Chemical 1996, 110, 77. (c) Meking, S.; Keim, W. Organometallics 1996, 15, 2650. (c) Tye, H.; Smyth, D.; Eldred, C.; Wills, M. J. Chem. Soc., Chem. Commun. 1997, 1053. For recent reviews of coordination chemistry of hemilabile ligands, see: Bader, A.; Lindner, E. Coord. Chem. Rev. 1991, 108, 27.; Slone, C. S.; Weinberger, D. A.; Mirkin, C. A. In Progress in Inorganic Chemistry; Karlin, K. D., Ed.; Wiley: New York, 1999; p 233.
10. Other recent applications of hemilabile ligands in synthesis see: (a) Britovsek, G. J. P.; Keim, W.; Mecking, S.; Sainz, D.; Wagner, T. J. Chem. Soc., Chem. Commun. 1993, 1632. (b) Britovsek, G. J. P.; Cavell, K. J.; Keim, W. J. Mol. Catal. A: Chemical 1996, 110, 77. (c) Meking, S.; Keim, W. Organometallics 1996, 15, 2650. (c) Tye, H.; Smyth, D.; Eldred, C.; Wills, M. J. Chem. Soc., Chem. Commun. 1997, 1053. For recent reviews of coordination chemistry of hemilabile ligands, see: Bader, A.; Lindner, E. Coord. Chem. Rev. 1991, 108, 27.; Slone, C. S.; Weinberger, D. A.; Mirkin, C. A. In Progress in Inorganic Chemistry; Karlin, K. D., Ed.; Wiley: New York, 1999; p 233.
11. Other recent applications of hemilabile ligands in synthesis see: (a) Britovsek, G. J. P.; Keim, W.; Mecking, S.; Sainz, D.; Wagner, T. J. Chem. Soc., Chem. Commun. 1993, 1632. (b) Britovsek, G. J. P.; Cavell, K. J.; Keim, W. J. Mol. Catal. A: Chemical 1996, 110, 77. (c) Meking, S.; Keim, W. Organometallics 1996, 15, 2650. (c) Tye, H.; Smyth, D.; Eldred, C.; Wills, M. J. Chem. Soc., Chem. Commun. 1997, 1053. For recent reviews of coordination chemistry of hemilabile ligands, see: Bader, A.; Lindner, E. Coord. Chem. Rev. 1991, 108, 27.; Slone, C. S.; Weinberger, D. A.; Mirkin, C. A. In Progress in Inorganic Chemistry; Karlin, K. D., Ed.; Wiley: New York, 1999; p 233.
12. Other recent applications of hemilabile ligands in synthesis see: (a) Britovsek, G. J. P.; Keim, W.; Mecking, S.; Sainz, D.; Wagner, T. J. Chem. Soc., Chem. Commun. 1993, 1632. (b) Britovsek, G. J. P.; Cavell, K. J.; Keim, W. J. Mol. Catal. A: Chemical 1996, 110, 77. (c) Meking, S.; Keim, W. Organometallics 1996, 15, 2650. (c) Tye, H.; Smyth, D.; Eldred, C.; Wills, M. J. Chem. Soc., Chem. Commun. 1997, 1053. For recent reviews of coordination chemistry of hemilabile ligands, see: Bader, A.; Lindner, E. Coord. Chem. Rev. 1991, 108, 27.; Slone, C. S.; Weinberger, D. A.; Mirkin, C. A. In Progress in Inorganic Chemistry; Karlin, K. D., Ed.; Wiley: New York, 1999; p 233.
13. Other recent applications of hemilabile ligands in synthesis see: (a) Britovsek, G. J. P.; Keim, W.; Mecking, S.; Sainz, D.; Wagner, T. J. Chem. Soc., Chem. Commun. 1993, 1632. (b) Britovsek, G. J. P.; Cavell, K. J.; Keim, W. J. Mol. Catal. A: Chemical 1996, 110, 77. (c) Meking, S.; Keim, W. Organometallics 1996, 15, 2650. (c) Tye, H.; Smyth, D.; Eldred, C.; Wills, M. J. Chem. Soc., Chem. Commun. 1997, 1053. For recent reviews of coordination chemistry of hemilabile ligands, see: Bader, A.; Lindner, E. Coord. Chem. Rev. 1991, 108, 27.; Slone, C. S.; Weinberger, D. A.; Mirkin, C. A. In Progress in Inorganic Chemistry; Karlin, K. D., Ed.; Wiley: New York, 1999; p 233.
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17. See Supporting Information for details.
18. As with other chelating phosphines, BINAP gave no reaction. The monophenoxy BINAP ligand 3g was prepared by a low-temperature oxidation of BINAP with Davis' oxaziridine (H. Park, unpublished results). Davis, F. A.; Chen, B. C. Chem. Rev. 1992, 92, 919.
19. As with other chelating phosphines, BINAP gave no reaction. The monophenoxy BINAP ligand 3g was prepared by a low-temperature oxidation of BINAP with Davis' oxaziridine (H. Park, unpublished results). Davis, F. A.; Chen, B. C. Chem. Rev. 1992, 92, 919.
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27. 11a