Conformationally constrained diphosphines derived from (η6- (S)-1-(dimethylamino)indane)Cr(CO)3: Synthesis and application in enantioselective hydrogenation

Organometallics

Volumn 23, Issue 23, 2004, Pages 5419-5431

  Englert, Ulli ^a   Hu, Chunhua ^a   Salzer, Albrecht ^a   Alberico, Elisabetta ^b  

^a RWTH AACHEN UNIVERSITY   (Germany)

^b CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; CONFORMATIONS; ESTERS; HYDROGENATION; MOLECULAR STRUCTURE; X RAY ANALYSIS;

DONOR GROUP; LIGANDS; STEREOCHEMICAL COURSE; X-RAY DETERMINATION;

CHROMIUM COMPOUNDS;

EID: 9244225685     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om049628z     Document Type: Article

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83. For selected papers dealing with the steric and electronic properties of phosphorus ligands see the following. Monodentate: (a) Reference 28. (b) Lever, A. B. P. Inorg. Chem. 1990, 29, 1271. (c) Joerg, S.; Brown, T. L.; Lee, K. J. Coord. Chem. Rev. 1993, 128, 89. (d) Drago, R. S.; Sales, J. Organometallics 1998, 17, 589. (e) Perrin, L.; Clot, E.; Eisenstein, O.; Loch, J.; Crabtree, R. H. Inorg. Chem. 2001, 40, 5806. (f) Wilson, M. R.; Prock, A.; Giering, W. P.; Fernandez, A. L.; Haar, C. M.; Nolan, S. P.; Foxman, B. M. Organometallics 2002, 21, 2758. (g) Suresh, C. H.; Koga, N. Inorg. Chem. 2002, 41, 1573. (h) Bunten, K. A.; Chen, L.; Fernandez, A. L.; Poë, A. J. Coord Chem. Rev. 2002, 233-234, 41. Bidentate: (i) Dierkes, P.; van Leeuwen, P. W. N. M. J. Chem. Soc., Dalton Trans. 1999, 1519. (j) van Leeuwen, P. W. N. M.; Kamer, P. C. J.; Reek, J. N. H.; Dierkes, P. Chem. Rev. 2002, 700, 2741. (k) Casey, C. P.; Paulsen, E. L.; Beuttenmueller, E. W.; Proft, B. R.; Petrovich, L. M.; Matter, B. A.; Powell, D. R. J. Am. Chem. Soc. 1997, 3, 7755. (l) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 2213. (m) Angermund, K.; Baumann, W.; Dinjus, E.; Fornika, R.; Görls, H.; Kessler, M.; Krüger, C.; Leitner, W.; Lutz, F. Chem. Eur. J. 1997, 3, 755.
84. For selected papers dealing with the steric and electronic properties of phosphorus ligands see the following. Monodentate: (a) Reference 28. (b) Lever, A. B. P. Inorg. Chem. 1990, 29, 1271. (c) Joerg, S.; Brown, T. L.; Lee, K. J. Coord. Chem. Rev. 1993, 128, 89. (d) Drago, R. S.; Sales, J. Organometallics 1998, 17, 589. (e) Perrin, L.; Clot, E.; Eisenstein, O.; Loch, J.; Crabtree, R. H. Inorg. Chem. 2001, 40, 5806. (f) Wilson, M. R.; Prock, A.; Giering, W. P.; Fernandez, A. L.; Haar, C. M.; Nolan, S. P.; Foxman, B. M. Organometallics 2002, 21, 2758. (g) Suresh, C. H.; Koga, N. Inorg. Chem. 2002, 41, 1573. (h) Bunten, K. A.; Chen, L.; Fernandez, A. L.; Poë, A. J. Coord Chem. Rev. 2002, 233-234, 41. Bidentate: (i) Dierkes, P.; van Leeuwen, P. W. N. M. J. Chem. Soc., Dalton Trans. 1999, 1519. (j) van Leeuwen, P. W. N. M.; Kamer, P. C. J.; Reek, J. N. H.; Dierkes, P. Chem. Rev. 2002, 700, 2741. (k) Casey, C. P.; Paulsen, E. L.; Beuttenmueller, E. W.; Proft, B. R.; Petrovich, L. M.; Matter, B. A.; Powell, D. R. J. Am. Chem. Soc. 1997, 3, 7755. (l) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 2213. (m) Angermund, K.; Baumann, W.; Dinjus, E.; Fornika, R.; Görls, H.; Kessler, M.; Krüger, C.; Leitner, W.; Lutz, F. Chem. Eur. J. 1997, 3, 755.
85. For selected papers dealing with the steric and electronic properties of phosphorus ligands see the following. Monodentate: (a) Reference 28. (b) Lever, A. B. P. Inorg. Chem. 1990, 29, 1271. (c) Joerg, S.; Brown, T. L.; Lee, K. J. Coord. Chem. Rev. 1993, 128, 89. (d) Drago, R. S.; Sales, J. Organometallics 1998, 17, 589. (e) Perrin, L.; Clot, E.; Eisenstein, O.; Loch, J.; Crabtree, R. H. Inorg. Chem. 2001, 40, 5806. (f) Wilson, M. R.; Prock, A.; Giering, W. P.; Fernandez, A. L.; Haar, C. M.; Nolan, S. P.; Foxman, B. M. Organometallics 2002, 21, 2758. (g) Suresh, C. H.; Koga, N. Inorg. Chem. 2002, 41, 1573. (h) Bunten, K. A.; Chen, L.; Fernandez, A. L.; Poë, A. J. Coord Chem. Rev. 2002, 233-234, 41. Bidentate: (i) Dierkes, P.; van Leeuwen, P. W. N. M. J. Chem. Soc., Dalton Trans. 1999, 1519. (j) van Leeuwen, P. W. N. M.; Kamer, P. C. J.; Reek, J. N. H.; Dierkes, P. Chem. Rev. 2002, 700, 2741. (k) Casey, C. P.; Paulsen, E. L.; Beuttenmueller, E. W.; Proft, B. R.; Petrovich, L. M.; Matter, B. A.; Powell, D. R. J. Am. Chem. Soc. 1997, 3, 7755. (l) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 2213. (m) Angermund, K.; Baumann, W.; Dinjus, E.; Fornika, R.; Görls, H.; Kessler, M.; Krüger, C.; Leitner, W.; Lutz, F. Chem. Eur. J. 1997, 3, 755.
86. For selected papers dealing with the steric and electronic properties of phosphorus ligands see the following. Monodentate: (a) Reference 28. (b) Lever, A. B. P. Inorg. Chem. 1990, 29, 1271. (c) Joerg, S.; Brown, T. L.; Lee, K. J. Coord. Chem. Rev. 1993, 128, 89. (d) Drago, R. S.; Sales, J. Organometallics 1998, 17, 589. (e) Perrin, L.; Clot, E.; Eisenstein, O.; Loch, J.; Crabtree, R. H. Inorg. Chem. 2001, 40, 5806. (f) Wilson, M. R.; Prock, A.; Giering, W. P.; Fernandez, A. L.; Haar, C. M.; Nolan, S. P.; Foxman, B. M. Organometallics 2002, 21, 2758. (g) Suresh, C. H.; Koga, N. Inorg. Chem. 2002, 41, 1573. (h) Bunten, K. A.; Chen, L.; Fernandez, A. L.; Poë, A. J. Coord Chem. Rev. 2002, 233-234, 41. Bidentate: (i) Dierkes, P.; van Leeuwen, P. W. N. M. J. Chem. Soc., Dalton Trans. 1999, 1519. (j) van Leeuwen, P. W. N. M.; Kamer, P. C. J.; Reek, J. N. H.; Dierkes, P. Chem. Rev. 2002, 700, 2741. (k) Casey, C. P.; Paulsen, E. L.; Beuttenmueller, E. W.; Proft, B. R.; Petrovich, L. M.; Matter, B. A.; Powell, D. R. J. Am. Chem. Soc. 1997, 3, 7755. (l) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 2213. (m) Angermund, K.; Baumann, W.; Dinjus, E.; Fornika, R.; Görls, H.; Kessler, M.; Krüger, C.; Leitner, W.; Lutz, F. Chem. Eur. J. 1997, 3, 755.
87. For selected papers dealing with the steric and electronic properties of phosphorus ligands see the following. Monodentate: (a) Reference 28. (b) Lever, A. B. P. Inorg. Chem. 1990, 29, 1271. (c) Joerg, S.; Brown, T. L.; Lee, K. J. Coord. Chem. Rev. 1993, 128, 89. (d) Drago, R. S.; Sales, J. Organometallics 1998, 17, 589. (e) Perrin, L.; Clot, E.; Eisenstein, O.; Loch, J.; Crabtree, R. H. Inorg. Chem. 2001, 40, 5806. (f) Wilson, M. R.; Prock, A.; Giering, W. P.; Fernandez, A. L.; Haar, C. M.; Nolan, S. P.; Foxman, B. M. Organometallics 2002, 21, 2758. (g) Suresh, C. H.; Koga, N. Inorg. Chem. 2002, 41, 1573. (h) Bunten, K. A.; Chen, L.; Fernandez, A. L.; Poë, A. J. Coord Chem. Rev. 2002, 233-234, 41. Bidentate: (i) Dierkes, P.; van Leeuwen, P. W. N. M. J. Chem. Soc., Dalton Trans. 1999, 1519. (j) van Leeuwen, P. W. N. M.; Kamer, P. C. J.; Reek, J. N. H.; Dierkes, P. Chem. Rev. 2002, 700, 2741. (k) Casey, C. P.; Paulsen, E. L.; Beuttenmueller, E. W.; Proft, B. R.; Petrovich, L. M.; Matter, B. A.; Powell, D. R. J. Am. Chem. Soc. 1997, 3, 7755. (l) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 2213. (m) Angermund, K.; Baumann, W.; Dinjus, E.; Fornika, R.; Görls, H.; Kessler, M.; Krüger, C.; Leitner, W.; Lutz, F. Chem. Eur. J. 1997, 3, 755.
88. For selected papers dealing with the steric and electronic properties of phosphorus ligands see the following. Monodentate: (a) Reference 28. (b) Lever, A. B. P. Inorg. Chem. 1990, 29, 1271. (c) Joerg, S.; Brown, T. L.; Lee, K. J. Coord. Chem. Rev. 1993, 128, 89. (d) Drago, R. S.; Sales, J. Organometallics 1998, 17, 589. (e) Perrin, L.; Clot, E.; Eisenstein, O.; Loch, J.; Crabtree, R. H. Inorg. Chem. 2001, 40, 5806. (f) Wilson, M. R.; Prock, A.; Giering, W. P.; Fernandez, A. L.; Haar, C. M.; Nolan, S. P.; Foxman, B. M. Organometallics 2002, 21, 2758. (g) Suresh, C. H.; Koga, N. Inorg. Chem. 2002, 41, 1573. (h) Bunten, K. A.; Chen, L.; Fernandez, A. L.; Poë, A. J. Coord Chem. Rev. 2002, 233-234, 41. Bidentate: (i) Dierkes, P.; van Leeuwen, P. W. N. M. J. Chem. Soc., Dalton Trans. 1999, 1519. (j) van Leeuwen, P. W. N. M.; Kamer, P. C. J.; Reek, J. N. H.; Dierkes, P. Chem. Rev. 2002, 700, 2741. (k) Casey, C. P.; Paulsen, E. L.; Beuttenmueller, E. W.; Proft, B. R.; Petrovich, L. M.; Matter, B. A.; Powell, D. R. J. Am. Chem. Soc. 1997, 3, 7755. (l) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 2213. (m) Angermund, K.; Baumann, W.; Dinjus, E.; Fornika, R.; Görls, H.; Kessler, M.; Krüger, C.; Leitner, W.; Lutz, F. Chem. Eur. J. 1997, 3, 755.
89. For selected papers dealing with the steric and electronic properties of phosphorus ligands see the following. Monodentate: (a) Reference 28. (b) Lever, A. B. P. Inorg. Chem. 1990, 29, 1271. (c) Joerg, S.; Brown, T. L.; Lee, K. J. Coord. Chem. Rev. 1993, 128, 89. (d) Drago, R. S.; Sales, J. Organometallics 1998, 17, 589. (e) Perrin, L.; Clot, E.; Eisenstein, O.; Loch, J.; Crabtree, R. H. Inorg. Chem. 2001, 40, 5806. (f) Wilson, M. R.; Prock, A.; Giering, W. P.; Fernandez, A. L.; Haar, C. M.; Nolan, S. P.; Foxman, B. M. Organometallics 2002, 21, 2758. (g) Suresh, C. H.; Koga, N. Inorg. Chem. 2002, 41, 1573. (h) Bunten, K. A.; Chen, L.; Fernandez, A. L.; Poë, A. J. Coord Chem. Rev. 2002, 233-234, 41. Bidentate: (i) Dierkes, P.; van Leeuwen, P. W. N. M. J. Chem. Soc., Dalton Trans. 1999, 1519. (j) van Leeuwen, P. W. N. M.; Kamer, P. C. J.; Reek, J. N. H.; Dierkes, P. Chem. Rev. 2002, 700, 2741. (k) Casey, C. P.; Paulsen, E. L.; Beuttenmueller, E. W.; Proft, B. R.; Petrovich, L. M.; Matter, B. A.; Powell, D. R. J. Am. Chem. Soc. 1997, 3, 7755. (l) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 2213. (m) Angermund, K.; Baumann, W.; Dinjus, E.; Fornika, R.; Görls, H.; Kessler, M.; Krüger, C.; Leitner, W.; Lutz, F. Chem. Eur. J. 1997, 3, 755.
90. For selected papers dealing with the steric and electronic properties of phosphorus ligands see the following. Monodentate: (a) Reference 28. (b) Lever, A. B. P. Inorg. Chem. 1990, 29, 1271. (c) Joerg, S.; Brown, T. L.; Lee, K. J. Coord. Chem. Rev. 1993, 128, 89. (d) Drago, R. S.; Sales, J. Organometallics 1998, 17, 589. (e) Perrin, L.; Clot, E.; Eisenstein, O.; Loch, J.; Crabtree, R. H. Inorg. Chem. 2001, 40, 5806. (f) Wilson, M. R.; Prock, A.; Giering, W. P.; Fernandez, A. L.; Haar, C. M.; Nolan, S. P.; Foxman, B. M. Organometallics 2002, 21, 2758. (g) Suresh, C. H.; Koga, N. Inorg. Chem. 2002, 41, 1573. (h) Bunten, K. A.; Chen, L.; Fernandez, A. L.; Poë, A. J. Coord Chem. Rev. 2002, 233-234, 41. Bidentate: (i) Dierkes, P.; van Leeuwen, P. W. N. M. J. Chem. Soc., Dalton Trans. 1999, 1519. (j) van Leeuwen, P. W. N. M.; Kamer, P. C. J.; Reek, J. N. H.; Dierkes, P. Chem. Rev. 2002, 700, 2741. (k) Casey, C. P.; Paulsen, E. L.; Beuttenmueller, E. W.; Proft, B. R.; Petrovich, L. M.; Matter, B. A.; Powell, D. R. J. Am. Chem. Soc. 1997, 3, 7755. (l) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 2213. (m) Angermund, K.; Baumann, W.; Dinjus, E.; Fornika, R.; Görls, H.; Kessler, M.; Krüger, C.; Leitner, W.; Lutz, F. Chem. Eur. J. 1997, 3, 755.
91. For selected papers dealing with the steric and electronic properties of phosphorus ligands see the following. Monodentate: (a) Reference 28. (b) Lever, A. B. P. Inorg. Chem. 1990, 29, 1271. (c) Joerg, S.; Brown, T. L.; Lee, K. J. Coord. Chem. Rev. 1993, 128, 89. (d) Drago, R. S.; Sales, J. Organometallics 1998, 17, 589. (e) Perrin, L.; Clot, E.; Eisenstein, O.; Loch, J.; Crabtree, R. H. Inorg. Chem. 2001, 40, 5806. (f) Wilson, M. R.; Prock, A.; Giering, W. P.; Fernandez, A. L.; Haar, C. M.; Nolan, S. P.; Foxman, B. M. Organometallics 2002, 21, 2758. (g) Suresh, C. H.; Koga, N. Inorg. Chem. 2002, 41, 1573. (h) Bunten, K. A.; Chen, L.; Fernandez, A. L.; Poë, A. J. Coord Chem. Rev. 2002, 233-234, 41. Bidentate: (i) Dierkes, P.; van Leeuwen, P. W. N. M. J. Chem. Soc., Dalton Trans. 1999, 1519. (j) van Leeuwen, P. W. N. M.; Kamer, P. C. J.; Reek, J. N. H.; Dierkes, P. Chem. Rev. 2002, 700, 2741. (k) Casey, C. P.; Paulsen, E. L.; Beuttenmueller, E. W.; Proft, B. R.; Petrovich, L. M.; Matter, B. A.; Powell, D. R. J. Am. Chem. Soc. 1997, 3, 7755. (l) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 2213. (m) Angermund, K.; Baumann, W.; Dinjus, E.; Fornika, R.; Görls, H.; Kessler, M.; Krüger, C.; Leitner, W.; Lutz, F. Chem. Eur. J. 1997, 3, 755.
92. For selected papers dealing with the steric and electronic properties of phosphorus ligands see the following. Monodentate: (a) Reference 28. (b) Lever, A. B. P. Inorg. Chem. 1990, 29, 1271. (c) Joerg, S.; Brown, T. L.; Lee, K. J. Coord. Chem. Rev. 1993, 128, 89. (d) Drago, R. S.; Sales, J. Organometallics 1998, 17, 589. (e) Perrin, L.; Clot, E.; Eisenstein, O.; Loch, J.; Crabtree, R. H. Inorg. Chem. 2001, 40, 5806. (f) Wilson, M. R.; Prock, A.; Giering, W. P.; Fernandez, A. L.; Haar, C. M.; Nolan, S. P.; Foxman, B. M. Organometallics 2002, 21, 2758. (g) Suresh, C. H.; Koga, N. Inorg. Chem. 2002, 41, 1573. (h) Bunten, K. A.; Chen, L.; Fernandez, A. L.; Poë, A. J. Coord Chem. Rev. 2002, 233-234, 41. Bidentate: (i) Dierkes, P.; van Leeuwen, P. W. N. M. J. Chem. Soc., Dalton Trans. 1999, 1519. (j) van Leeuwen, P. W. N. M.; Kamer, P. C. J.; Reek, J. N. H.; Dierkes, P. Chem. Rev. 2002, 700, 2741. (k) Casey, C. P.; Paulsen, E. L.; Beuttenmueller, E. W.; Proft, B. R.; Petrovich, L. M.; Matter, B. A.; Powell, D. R. J. Am. Chem. Soc. 1997, 3, 7755. (l) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 2213. (m) Angermund, K.; Baumann, W.; Dinjus, E.; Fornika, R.; Görls, H.; Kessler, M.; Krüger, C.; Leitner, W.; Lutz, F. Chem. Eur. J. 1997, 3, 755.
93. For selected papers dealing with the steric and electronic properties of phosphorus ligands see the following. Monodentate: (a) Reference 28. (b) Lever, A. B. P. Inorg. Chem. 1990, 29, 1271. (c) Joerg, S.; Brown, T. L.; Lee, K. J. Coord. Chem. Rev. 1993, 128, 89. (d) Drago, R. S.; Sales, J. Organometallics 1998, 17, 589. (e) Perrin, L.; Clot, E.; Eisenstein, O.; Loch, J.; Crabtree, R. H. Inorg. Chem. 2001, 40, 5806. (f) Wilson, M. R.; Prock, A.; Giering, W. P.; Fernandez, A. L.; Haar, C. M.; Nolan, S. P.; Foxman, B. M. Organometallics 2002, 21, 2758. (g) Suresh, C. H.; Koga, N. Inorg. Chem. 2002, 41, 1573. (h) Bunten, K. A.; Chen, L.; Fernandez, A. L.; Poë, A. J. Coord Chem. Rev. 2002, 233-234, 41. Bidentate: (i) Dierkes, P.; van Leeuwen, P. W. N. M. J. Chem. Soc., Dalton Trans. 1999, 1519. (j) van Leeuwen, P. W. N. M.; Kamer, P. C. J.; Reek, J. N. H.; Dierkes, P. Chem. Rev. 2002, 700, 2741. (k) Casey, C. P.; Paulsen, E. L.; Beuttenmueller, E. W.; Proft, B. R.; Petrovich, L. M.; Matter, B. A.; Powell, D. R. J. Am. Chem. Soc. 1997, 3, 7755. (l) Koide, Y.; Bott, S. G.; Barron, A. R. Organometallics 1996, 15, 2213. (m) Angermund, K.; Baumann, W.; Dinjus, E.; Fornika, R.; Görls, H.; Kessler, M.; Krüger, C.; Leitner, W.; Lutz, F. Chem. Eur. J. 1997, 3, 755.
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