New insights into frustrated lewis pairs: structural investigations of intramolecular phosphane-borane adducts by using modern solid-state NMR techniques and DFT calculations

Journal of the American Chemical Society

Volumn 134, Issue 9, 2012, Pages 4236-4249

  Wiegand, Thomas ^a   Eckert, Hellmut ^a   Ekkert, Olga ^a   Fröhlich, Roland ^a   Kehr, Gerald ^a   Erker, Gerhard ^a   Grimme, Stefan ^b  

^a UNIVERSITY OF MÜNSTER   (Germany)

^b UNIVERSITY OF BONN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

COVALENT BONDING; DFT CALCULATION; ELECTRIC FIELD GRADIENT TENSORS; EXPERIMENTAL PROBES; INTERNUCLEAR DISTANCES; INTERNUCLEAR VECTORS; ISOTROPIC CHEMICAL SHIFTS; LEWIS ACID; LEWIS BASE; LINEAR CORRELATION; PRINCIPAL COMPONENTS; QUADRUPOLAR COUPLING PARAMETERS; REACTION CENTER; ROTATIONAL ECHO DOUBLE RESONANCE; SOLID STATE NMR; SOLID-STATE NUCLEAR MAGNETIC RESONANCE; SPIN-SPIN; SPIN-SPIN INTERACTION; STRUCTURAL INVESTIGATION; SYSTEMATIC DEVIATION;

ANISOTROPY; BORON; DENSITY FUNCTIONAL THEORY; ELECTRIC FIELDS; EXPERIMENTS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHOSPHORUS; PRINCIPAL COMPONENT ANALYSIS; X RAY CRYSTALLOGRAPHY;

NUCLEAR MAGNETIC RESONANCE;

BORANE DERIVATIVE; BORON; LEWIS ACID; LEWIS BASE; PHOSPHORUS;

ARTICLE; DENSITY FUNCTIONAL THEORY; ELECTRIC FIELD; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SOLID STATE; X RAY CRYSTALLOGRAPHY;

EID: 84857813426     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja210160k     Document Type: Article

References (91)

1. Stephan, D. W.; Erker, G. Angew. Chem., Int. Ed. 2010, 49, 46.
2. Lewis, G. N. Valence and the Structure of Atoms and Molecules; Chemical Catalogue Company: New York, 1923.
3. Stephan, D. W. Dalton Trans. 2009, 3129.
4. Welch, G. C.; Stephan, D. W. J. Am. Chem. Soc. 2007, 129, 1880.
5. Welch, G. C.; Juan, R. R. S.; Masuda, J. D.; Stephan, D. W. Science 2006, 314, 1124.
6. Spies, P.; Erker, G.; Kehr, G.; Bergander, K.; Fröhlich, R.; Grimme, S.; Stephan, D. W. Chem. Commun. 2007, 5072.
7. Spies, P.; Kehr, G.; Bergander, K.; Wibbeling, B.; Fröhlich, R.; Erker, G. Dalton Trans. 2009, 1534.
8. Mömming, C. M.; Otten, E.; Kehr, G.; Fröhlich, R.; Grimme, S.; Stephan, D. W.; Erker, G. Angew. Chem., Int. Ed. 2009, 48, 6643.
9. Moebs-Sanchez, S.; Bouhadir, G.; Saffon, N.; Maron, L.; Bourissou, D. Chem. Commun. 2008, 3435.
10. Mömming, C. M.; Kehr, G.; Wibbeling, B.; Fröhlich, R.; Erker, G. Dalton Trans. 2010, 39, 7556.
11. McCahill, J. S. J.; Welch, G. C.; Stephan, D. W. Angew. Chem., Int. Ed. 2007, 46, 4968.
12. Mömming, C. M.; Frömel, S.; Kehr, G.; Fröhlich, R.; Grimme, S.; Erker, G. J. Am. Chem. Soc. 2009, 131, 12280.
13. Ullrich, M.; Seto, K. S. H.; Lough, A. J.; Stephan, D. W. Chem. Commun. 2009, 2335.
14. Dureen, M. A.; Stephan, D. W. J. Am. Chem. Soc. 2009, 131, 8396.
15. Cardenas, A. J. P.; Culotta, B. J.; Warren, T. H.; Grimme, S.; Stute, A.; Fröhlich, R.; Kehr, G.; Erker, G. Angew. Chem., Int. Ed. 2011, 50, 7567.
16. Ekkert, O.; Kehr, G.; Fröhlich, R.; Erker, G. J. Am. Chem. Soc. 2011, 133, 4610.
17. Rokob, T. A.; Hamza, A.; Stirling, A.; Soós, T.; Pápai, I. Angew. Chem., Int. Ed. 2008, 47, 2435.
18. Hamza, A.; Stirling, A.; András Rokob, T.; Pápai, I. Int. J. Quantum Chem. 2009, 109, 2416.
19. Grimme, S.; Kruse, H.; Goerigk, L.; Erker, G. Angew. Chem., Int. Ed. 2010, 49, 1402.
20. Bryce, D. L.; Wasylishen, R. E.; Gee, M. J. Phys. Chem. A 2001, 105, 3633.
21. Autschbach, J.; Zheng, S.; Schurko, R. W. Concepts Magn. Reson., Part A 2010, 36A, 84.
22. Adiga, S.; Aebi, D.; Bryce, D. L. Can. J. Chem. 2007, 85, 496.
23. Gullion, T.; Schaefer, J. J. Magn. Reson. 1989, 81, 196.
24. Spies, P.; Fröhlich, R.; Kehr, G.; Erker, G.; Grimme, S. Chem.-Eur. J. 2008, 14, 333.
25. Axenov, K. V.; Mömming, C. M.; Kehr, G.; Fröhlich, R.; Erker, G. Chem.-Eur. J. 2010, 16, 14069.
26. Jacobsen, H.; Berke, H.; Döring, S.; Kehr, G.; Erker, G.; Fröhlich, R.; Meyer, O. Organometallics 1999, 18, 1724.
27. Massey, A. G.; Park, A. J. J. Organomet. Chem. 1964, 2, 245.
28. Ekkert, O.; Kehr, G.; Fröhlich, R.; Erker, G. Chem. Commun. 2011, 47, 10482.
29. Massey, A. G.; Park, A. J.; Stone, F. G. A. Proc. Chem. Soc. 1963, 212.
30. Bennett, A. E.; Rienstra, C. M.; Auger, M.; Lakshmi, K. V.; Griffin, R. G. J. Chem. Phys. 1995, 103, 6951.
31. Medek, A.; Harwood, J. S.; Frydman, L. J. Am. Chem. Soc. 1995, 117, 12779.
32. Amoureux, J.-P.; Fernandez, C.; Steuernagel, S. J. Magn. Reson., Ser. A 1996, 123, 116.
33. Massiot, D.; Fayon, F.; Capron, M.; King, I.; Le Calvé, S.; Alonso, B.; Durand, J.-O.; Bujoli, B.; Gan, Z.; Hoatson, G. Magn. Reson. Chem. 2002, 40, 70.
34. Peersen, O. B.; Wu, X. L.; Kustanovich, I.; Smith, S. O. J. Magn. Reson., Ser. A 1993, 104, 334.
35. Thakur, R. S.; Kurur, N. D.; Madhu, P. K. Chem. Phys. Lett. 2006, 426, 459.
36. Vinod Chandran, C.; Madhu, P. K.; Kurur, N. D.; Bräuniger, T. Magn. Reson. Chem. 2008, 46, 943.
37. Gullion, T.; Baker, D. B.; Conradi, M. S. J. Magn. Reson. 1990, 89, 479.
38. Echelmeyer, T.; van Wüllen, L.; Wegner, S. Solid State Nucl. Magn. Reson. 2008, 34, 14.
39. Bak, M.; Rasmussen, J. T.; Nielsen, N. C. J. Magn. Reson. 2000, 147, 296.
40. Bak, M.; Nielsen, N. C. J. Magn. Reson. 1997, 125, 132.
41. Ahlrichs, R.; Furche, F.; Hättig, C. TURBOMOLE, version 6.0/ 6.3, Universität Karlsruhe, 2009.
42. Ahlrichs, R.; Bär, M.; Häser, M.; Horn, H.; Kölmel, C. Chem. Phys. Lett. 1989, 162, 165.
43. Frisch, M. J. et al. Gaussian 09; Gaussian, Inc., Wallingford, CT, 2009.
44. Tao, J.; Perdew, J. P.; Staroverov, V. N.; Scuseria, G. E. Phys. Rev. Lett. 2003, 91, No. 146401.
45. Grimme, S.; Antony, J.; Ehrlich, S.; Krieg, H. J. Chem. Phys. 2010, 132, No. 154104.
46. Weigend, F.; Ahlrichs, R. Phys. Chem. Chem. Phys. 2005, 7, 3297.
47. Treutler, O.; Ahlrichs, R. J. Chem. Phys. 1995, 102, 346.
48. Eichkorn, K.; Treutler, O.; Öhm, H.; Häser, M.; Ahlrichs, R. Chem. Phys. Lett. 1995, 240, 283.
49. Eichkorn, K.; Weigend, F.; Treutler, O.; Ahlrichs, R. Theor. Chim. Acta 1997, 97, 119.
50. Kaupp, M.; Bühl, M.; Malkin, V. G. Calculation of NMR and EPR parameters; Wiley-VCH: Weinheim, Germany, 2004.
51. Grimme, S. J. Comput. Chem. 2006, 27, 1787.
52. Feller, D. J. Comput. Chem. 1996, 17, 1571.
53. Schuchardt, K. L.; Didier, B. T.; Elsethagen, T.; Sun, L.; Gurumoorthi, V.; Chase, J.; Li, J.; Windus, T. L. J. Chem. Inf. Model. 2007, 47, 1045.
54. Woon, D. E.; Dunning, T. H. J. Chem. Phys. 1995, 103, 4572.
55. Peterson, K. A.; Dunning, T. H. J. Chem. Phys. 2002, 117, 10548.
56. Pennington, W. T. J. Appl. Crystallogr. 1999, 32, 1028.
57. Ditchfield, R. Mol. Phys. 1974, 27, 789.
58. Becke, A. D. J. Chem. Phys. 1993, 98, 5648.
59. Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623.
60. Becke, A. D. Phys. Rev. A 1988, 38, 3098.
61. Perdew, J. P. Phys. Rev. B 1986, 34, 7406.
62. Antol, I.; Glasovac, Z.; Eckert-Maksic, M. New J. Chem. 2004, 28, 880.
63. Onak, T.; Landesman, H.; Williams, R.; Shapiro, I. J. Phys. Chem. 1959, 63, 1533.
64. Buehl, M.; Schleyer, P. v. R. J. Am. Chem. Soc. 1992, 114, 477.
65. Onak, T.; Diaz, M.; Barfield, M. J. Am. Chem. Soc. 1995, 117, 1403.
66. Schäfer, A.; Huber, C.; Ahlrichs, R. J. Chem. Phys. 1994, 100, 5829.
67. Wiberg, K. B. Tetrahedron 1968, 24, 1083.
68. Glendering, E. D.; Reed, A. E.; Carpenter, J. E.; Weinhold, F. NBO, version 3.1.
69. Massiot, D.; Fayon, F.; Deschamps, M.; Cadars, S.; Florian, P.; Montouillout, V.; Pellerin, N.; Hiet, J.; Rakhmatullin, A.; Bessada, C. C. R. Chim. 2010, 13, 117.
70. Olivieri, A. J. Am. Chem. Soc. 1992, 114, 5758.
71. Harris, R. K.; Olivieri, A. C. Prog. Nucl. Magn. Reson. Spectrosc. 1992, 24, 435.
72. Moran, K. L.; Gier, T. E.; Harrison, W. T. A.; Stucky, G. D.; Eckert, H.; Eichele, K.; Wasylishen, R. E. J. Am. Chem. Soc. 1993, 115, 10553.
73. Lindner, E.; Fawzi, R.; Mayer, H. A.; Eichele, K.; Pohmer, K. Inorg. Chem. 1991, 30, 1102.
74. Brunklaus, G.; Chan, J. C. C.; Eckert, H.; Reiser, S.; Nilges, T.; Pfitzner, A. Phys. Chem. Chem. Phys. 2003, 5, 3768.
75. Scheer, M.; Gregoriades, L.; Bai, J.; Sierka, M.; Brunklaus, G.; Eckert, H. Chem. - Eur. J. 2005, 11, 2163.
76. Tang, J. A.; Ellis, B. D.; Warren, T. H.; Hanna, J. V.; Macdonald, C. L. B.; Schurko, R. W. J. Am. Chem. Soc. 2007, 129, 13049.
77. Eichele, K.; Wasylishen, R. E.; Corrigan, J. F.; Doherty, S.; Carty, A. J.; Sun, Y. Inorg. Chem. 1993, 32, 121.
78. Eichele, K.; Wasylishen, R. E.; Maitra, K.; Nelson, J. H.; Britten, J. F. Inorg. Chem. 1997, 36, 3539.
79. Power, W. P. J. Am. Chem. Soc. 1995, 117, 1800.
80. Ashbrook, S. E.; Dowell, N. G.; Prokes, I.; Wimperis, S. J. Am. Chem. Soc. 2006, 128, 6782.
81. Harris, R. K.; Becker, E. D.; Cabral de Menezes, S. M.; Goodfellow, R.; Granger, P. Pure Appl. Chem. 2001, 73, 1795.
82. Huffman, J. C.; Skupinski, W. A.; Caulton, K. G. Cryst. Struct. Commun. 1982, 11, 1435.
83. Karplus, M. J. Am. Chem. Soc. 1963, 85, 2870.
84. Karplus, M. J. Chem. Phys. 1959, 30, 11.
85. Foster, J. P.; Weinhold, F. J. Am. Chem. Soc. 1980, 102, 7211.
86. Reed, A. E.; Weinhold, F. J. Chem. Phys. 1983, 78, 4066.
87. Chan, J. C. C.; Eckert, H. J. Magn. Reson. 2000, 147, 170.
88. Mitchell, D. J.; Evans, J. N. S. Chem. Phys. Lett. 1998, 292, 656.
89. Elbers, S.; Strojek, W.; Koudelka, L.; Eckert, H. Solid State Nucl. Magn. Reson. 2005, 27, 65.
90. Strojek, W.; Fehse, C. M.; Eckert, H.; Ewald, B.; Kniep, R. Solid State Nucl. Magn. Reson. 2007, 32, 89.
91. Raskar, D. B.; Eckert, H.; Ewald, B.; Kniep, R. Solid State Nucl. Magn. Reson. 2008, 34, 20.