Controlled oligomerization of lewis acid/base-stabilized phosphanylalanes

Angewandte Chemie - International Edition

Volumn 48, Issue 25, 2009, Pages 4629-4633

  Bodensteiner, Michael ^a   Vogel, Ulf ^a   Timoshkin, Alexey Y ^b   Scheer, Manfred ^a  

^a UNIVERSITY OF REGENSBURG   (Germany)

^b ST PETERSBURG STATE UNIVERSITY   (Russian Federation)

Author keywords

Aluminum; H2 elimination; Lewis acids; Lewis bases; Phosphorus

Indexed keywords

DONOR-ACCEPTORS; FINE TUNING; H2 ELIMINATION; LADDER COMPOUNDS; LEWIS ACIDS; LEWIS BASES; PARENT COMPOUNDS; SOLVENT CONDITIONS;

ACIDS; ALUMINA; OLIGOMERIZATION; PHOSPHORUS;

ALUMINUM;

EID: 70349786322     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200901064     Document Type: Article

References (74)

1. a) R. A. Fischer, J. Weiß, Angew. Chem. 1999, 111, 3002-3022;
2. Angew. Chem. Int. Ed. 1999, 38, 2830-2850;
3. b) R. L. Wells, WL. Gladfelter, J. Cluster Sci. 1997, 8. 217-238:
4. c) J. D. Masuda, A.J. Hoshkin, T.W. Graham, C. Beddic, M. C. Fermin, N. Etkin, D. W. Stephan, Chem. Eur. J. 2006, 72, 8696-8707.
5. a) A. Y. Timoshkin, Coord. Chem. Rev. 2005, 249, 2094-2131;
6. b) B. Neumüller, E. Iravani, Coord. Chem. Rev. 2004, 248, 817-834;
7. c) T. J. Clark, K. Lee, I. Manners, Chem. Eur. J. 2006, 12, 8634-8648;
8. d) A. Staubitz, A. P. Soto, I. Manners, Angew. Chem. 2008, 120, 6308-6311;
9. Angew. Chem. Int. Ed. 2008, 47, 6212-6215.
10. a) R. J. Keaton. J. M. Blacquiere. R. T. Baker, J. Am. Chem. Soc. 2007, 129. 1844-1845;
11. b) F.H. Stephens, R. T. Baker, M. H. Matus, D. J. Grant, D. A. Dixon, Angew. Chem. 2007, 119, 760-763;
12. Angew. Chem. Int. Ed. 2007, 46, 746-749;
13. c) T. B. Marder, Angew. Chem. 2007, 119, 8262-8264;
14. Angew. Chem. Int. Ed. 2007, 46, 8116-8118;
15. V. Sumerin, F. Schulz, M. Nieger, M. Leskelä, T. Repo, B. Rieger, Angew. Chem. 2008, 120, 6090-6092;
16. Angew. Chem. Int. Ed. 2008, 47, 6001-6003.
17. a) R. T. Paine. H. Nöth, Chem. Rev. 1995, 95, 343-379;
18. b) H. Nöth, S. Staude, M. Thomann, R. T. Paine, Chem. Ber. 1993, 126, 611-618;
19. c) T. Chen, J. Jackson, S. A. Jasper, E. N. Duesler, H. Nöth, R. T. Paine, J. Organomet. Chem. 1999, 582, 25-31;
20. d) K. Knabel, T. M. Klapötke, H. Nöth, R. T. Paine. Eur. J. Inorg. Chem. 2005, 1099-1108;
21. e) K. Knabel, H. Nöth, R. T. Paine, Z. Naturforsch. B 2006, 67, 265-274.
22. a) P. P. Power, Chem. Rev. 1999, 99, 3463-3504;
23. b) D. C. Pestana, P. P. Power, J. Am. Chem. Soc. 1991, 113, 8426-8437.
24. G. C. Welch, R. R. San Juan, J. D. Masuda, D. W. Stephan, Science 2006, 314, 1124-1126.
25. a) G. C. Welch, D. W. Stephan, J. Am. Chem. Soc. 2007, 129, 1880-1881;
26. b) A. L. Kenward, W. E. Piers, Angew. Chem. 2008, 120, 38-42;
27. Angew. Chem. Int. Ed. 2008, 47, 38-41.
28. a) Y. Guo, S. Li, Inorg. Chem. 2008, 47, 6212-6219;
29. b) T. A. Rokob, A. Hamza, A. Stirling, T. Soós, I. Pápai, Angew. Chem. 2008, 120, 2469-2472;
30. Angew. Chem. Int. Ed. 2008, 47, 2435-2438.
31. a) F. H. Stephens, V. Pons, R. T. Baker, Dalton Trans. 2007, 2613-2626;
32. b) W. J. Shaw, J. C. Linehan, N. K. Szymczak, D. J. Heidebrandt, C. Yonker, D.M. Camaioni, R. T. Baker, T. Autrey, Angew. Chem. 2008, 120, 7603-7606;
33. Angew. Chem. Int. Ed. 2008, 47, 7493-7496.
34. H. Schmidbaur, T. Wimmer, J. Lachmann. G. Müller, Chem. Ber. 1991, 124, 275-278.
35. J.-M. Denis, H. Forintos, H. Szelke, L. Toupet, T.-N. Pham, P.-J. Madec, A.-C. Gaumonz, Chem. Commun. 2003, 54-55.
36. Only theoretical calculations give insight into the bonding situation of such monomers, see: a) T. L. Allen, W. H. Fink, Inorg. Chem. 1992, 31, 1703-1705;
37. b) T. L. Allen, A.C. Scheiner, H. F. Schaefer III, Inorg. Chem. 1990, 29, 1930-1936;
38. c) M. B. Coolidge, W. T. Borden, J. Am. Chem. Soc. 1990, 112, 1704-1706;
39. d) H.-J. Himmel, Dalton Trans. 2003, 3639-3649;
40. e) H.-J. Himmel, Eur. J. Inorg. Chem. 2003, 2153-2163.
41. U. Vogel. A. Y. Timoshkin, M. Scheer, Angew. Chem. 2001, 113, 4541-4544;
42. Angew. Chem. Int. Ed. 2001, 40, 4409-4412.
43. U. Vogel, P. Hoemensch, K.-Ch. Schwan, A. Y. Timoshkin, M. Scheer, Chem. Eur. J. 2003, 9, 515-519.
44. K.-Ch. Schwan, A. Y. Timoshkin, M. Zabel, M. Scheer, Chem. Eur. J. 2006, 72, 4900-4908.
45. Reviews: a) S. Schulz, Adv. Organomet. Chem. 2003, 49, 225-317:
46. b) B. Neumüller, E. Iravani. Coord. Chem. Rev. 2004 248, 817-834.
47. M. Driess, S. Kuntz, C. Monsé, K. Merz, Chem. Eur. J. 2000, 6, 4343-4347.
48. a) J. F. Janik, E. N. Duesler, W. F. McNamara, M. Westerhausen, R. T. Paine, Organometallics 1989, 8, 506-514;
49. b) K. Knabel, I. Krossing, H. Nöth, H. Schwenk-Kircher. M. Schmidt-Amelunxen, T. Seifert, Eur. J. Inorg. Chem. 1998, 1095-1114;
50. c) J. F. Janik, R. L. Wells, P. S. White, Inorg. Chem. 1998, 37, 3561-3566.
51. C. von Hänisch, F. Weigend, Z. Anorg. Allg. Chem. 2002, 628, 389-393.
52. In terms of two-center two-electron bonds in which one electron is coming from each bonding partner.
53. Formally, o bonds can also be formed by delivering two electrons from a lone pair into a vacant orbital in case of a donor-acceptor bond. However, this situation results in a greater diversity and complexity in the aggregations of Group 13/15 compounds.
54. a) H. Dorn, R. A. Singh. J. A. Massey, A. J. Lough, I. Manners, Angew. Chem. 1999, 111, 3540-3543;
55. Angew. Chem. Int. Ed. 1999, 38, 3321-3323;
56. b) H. Dorn, R. A. Singh, J. A. Massey, J. M. Nelson, C. A. Jaska, A. J. Lough, I. Manners, J. Am. Chem. Soc. 2000, 122, 6669-6678.
57. L. K. Krannich, C.L. Watkins, S.J. Schauer, C.H. Lake, Organometallics 1996, 15, 3980-3984.
58. C. von Hänisch. S. Stahl, Angew. Chem. 2006, 118, 2360-2363;
59. Angew. Chem. Int. Ed. 2006, 45, 2302-2305.
60. 2 = 0.1062, residual electron density -1.606/1.930. CCDC 720618 (4). 720619 (5) and 720620 (6) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data- request/cif.
61. A. Y. Timoshkin, G. Frenking, Inorg. Chem. 2003, 42, 60-69.
62. See the Supporting Information.
63. F. Thomas, S. Schulz, M. Nieger. Eur. J. Inorg. Chem. 2001, 161-166.
64. R. J. Wehmschulte, P. P. Power, J. Am. Chem. Soc. 1996, 118, 791-797.
65. S. A. Sangokoya, W. T. Pennington, G. H. Robinson, D. C. Hrncir, J. Organomet. Chem. 1990, 385, 23-31.
66. C. von Hänisch, F. Weigend, Z. Anorg. Allg. Chem. 2002, 628, 389-393.
67. E. Hey-Hawkins. M. F. Lappert. J. L. Atwood. S. G. Bott, J. Chem. Soc. Dalton Trans. 1991, 939-948.
68. DFT calculations are performed by using the standard Gaussian 03 program suite (M. J. Frisch, et al. Gaussian 03 (Revision D.01): Gaussian, Inc., Wallingford CT, 2004) B3LYP functional
69. (A. D. Becke, J. Chem. Phys. 1993, 98, 5648-5652:
70. C. Lee, W. Yang, R. G. Parr, Phys. Rev. B 1988, 37, 785-793) is used together with standard 6-31G basis set.
71. Effective core potential basis set of Hay and Wadt (P. J. Hay, W. R. Wadt, J. Chem. Phys. 1985, 82, 299-310) is used for Watoms. AU structures are fully optimized and correspond to the minima on their respective potential energy surfaces.
72. A. Altomare, M. C. Burla, M. Camalli. G. L. Cascarano, C. Giacovazzo, A. Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna, J. Appl. Crystallogr. 1999, 32, 115-119.
73. a) G. M. Sheldrick, SHELXS-97, Universität Göttingen, 1997;
74. b) G. M. Sheldrick, SHELXL-97, Universität Göttingen, 1997,