When sterics overcome electronics: An unusual haptotropic P→N pentacarbonyltungsten shift

Organometallics

Volumn 30, Issue 1, 2011, Pages 84-91

  Helten, Holger ^a   Schnakenburg, Gregor ^a   Daniels, Jörg ^a   Arduengo, Anthony J ^b   Streubel, Rainer ^a  

^a UNIVERSITY OF BONN   (Germany)

^b UNIVERSITY OF ALABAMA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DECOMPLEXATIONS; DESILYLATION; DFT CALCULATION; ONE STEP; RING EXPANSION; SINGLE CRYSTAL X-RAY DIFFRACTION; STERICS; TETRA-N-BUTYLAMMONIUM FLUORIDES; UV/VIS SPECTRA;

ACETONITRILE; ISOMERS; X RAY DIFFRACTION;

COORDINATION REACTIONS;

EID: 78650895896     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om1007709     Document Type: Article

References (91)

1. Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem. 2001, 113, 2056
2. Angew. Chem., Int. Ed. 2001, 40, 2004
3. Wu, P.; Feldman, A. K.; Nugent, A. K.; Hawker, C. J.; Scheel, A.; Voit, B.; Pyun, J.; Fréchet, J. M. J.; Sharpless, K. B.; Fokin, V. V. Angew. Chem. 2004, 116, 4018
4. Angew. Chem., Int. Ed. 2004, 43, 3928.
5. Yoo, E. J.; Ahlquist, M.; Kim, S. H.; Bae, I.; Fokin, V. V.; Sharpless, K. B.; Chang, S. Angew. Chem. 2007, 119, 1760
6. Angew. Chem., Int. Ed. 2007, 46, 1730
7. Hein, J. E.; Tripp, J. C.; Krasnova, L. B.; Sharpless, K. B.; Fokin, V. V. Angew. Chem. 2009, 121, 8162
8. Angew. Chem., Int. Ed. 2009, 48, 8018.
9. Cronin, S.; Chandrasekar, P. H. J. Antimicrob. Chemother. 2010, 65, 410
10. Holub, J. M.; Kirshenbaum, K. Chem. Soc. Rev. 2010, 39, 1325
11. Streubel, R. Coord. Chem. Rev. 2002, 227, 175
12. Streubel, R. Top. Curr. Chem. 2003, 223, 92
13. Helten, H.; Engeser, M.; Gudat, D.; Schilling, R.; Schnakenburg, G.; Nieger, M.; Streubel, R. Chem.-Eur. J. 2009, 15, 2602
14. Helten, H.; Daniels, J.; Nieger, M.; Streubel, R. New J. Chem. 2010, 34, 1593
15. Helten, H.; von Frantzius, G.; Schnakenburg, G.; Daniels, J.; Streubel, R. Eur. J. Inorg. Chem. 2009, 2062
16. Helten, H.; Marinas Pérez, J.; Daniels, J.; Streubel, R. Organometallics 2009, 28, 1221
17. Marinas Pérez, J.; Helten, H.; Donnadieu, B.; Reed, C. A.; Streubel, R. Angew. Chem. 2010, 122, 2670
18. Angew. Chem., Int. Ed. 2010, 49, 2615.
19. Fankel, S.; Helten, H.; von Frantzius, G.; Schnakenburg, G.; Daniels, J.; Chu, V.; Müller, C.; Streubel, R. Dalton Trans. 2010, 39, 3472
20. It is noteworthy that complex 2a could not be synthesized via our previously developed SET protocol using ferricenium salts; see: Helten, H.; Neumann, C.; Espinosa, A.; Jones, P. G.; Nieger, M.; Streubel, R. Eur. J. Inorg. Chem. 2007, 4669
21. Berger, S.; Braun, S.; Kalinowski, H.-O. NMR-Spektroskopie von Nichtmetallen, 31P-NMR-Spektroskopie, Vol. 3; Georg Thieme: Stuttgart, 1993.
22. Berger, S.; Braun, S.; Kalinowski, H.-O. NMR-Spektroskopie von Nichtmetallen, 15N-NMR-Spektroskopie, Vol. 2; Georg Thieme: Stuttgart, 1992; p 25ff.
23. Nee, M.; Roberts, J. D. Biochemistry 1982, 21, 4920
24. Alei, M., Jr.; Vergamini, P. J.; Wageman, W. E. J. Am. Chem. Soc. 1979, 101, 5415
25. Appleton, T. G.; Hall, J. R.; Ralph, S. F.; Thompson, C. S. M. Aust. J. Chem. 1988, 41, 1425
26. Appleton, T. G.; Hall, J. R.; Ralph, S. F. Inorg. Chem. 1988, 27, 4435
27. Pazderski, L.; Szłyk, E.; Sitkowski, J.; Kamieński, B.; Kozerski, L.; Toušek, J.; Marek, R. Magn. Reson. Chem. 2006, 44, 163
28. Schurko, R. W.; Wasylishen, R. E. J. Phys. Chem. A 2000, 104, 3410
29. van Stein, G. C.; van Koten, G.; Vrieze, K.; Brevard, C.; Spek, A. L. J. Am. Chem. Soc. 1984, 106, 4486
30. Wrackmeyer, B.; Schamel, K.; Herberhold, M. Z. Naturforsch. B 1989, 44, 55
31. Hagen, R.; Warren, J. P.; Hunter, D. H.; Roberts, J. D. J. Am. Chem. Soc. 1973, 95, 5712
32. Motschi, H.; Pregosin, P. S.; Venanzi, L. M. Helv. Chim. Acta 1979, 62, 667
33. van der Poel, H.; van Koten, G.; Grove, D. M.; Pregosin, P. S.; Ostoja Starzewski, K. A. Helv. Chim. Acta 1981, 64, 1174
34. Boreham, C. J.; Broomhead, J. A.; Fairlie, D. P. Aust. J. Chem. 1981, 34, 659
35. Watabe, M.; Takahashi, M.; Yamasaki, A. Inorg. Chem. 1983, 22, 2650
36. van Stein, G. C.; van Koten, G.; Vrieze, K.; Spek, A. L.; Klop, E. A.; Brevard, C. Inorg. Chem. 1985, 24, 1367
37. Bissinger, H.; Beck, W. Z. Naturforsch. B 1985, 40, 507
38. Pregosin, P. S.; Rüedi, R.; Anklin, C. Magn. Reson. Chem. 1986, 24, 255
39. Isobe, K.; Nanjo, K.; Nakamura, Y.; Kawaguchi, S. Bull. Soc. Chem. Jpn. 1986, 59, 2141
40. Nakashima, Y.; Muto, M.; Kawano, K.; Kyogoku, Y.; Yoshikawa, Y. Bull. Soc. Chem. Jpn. 1989, 62, 2455
41. Jeffrey, J. C.; Rauchfuss, T. B. Inorg. Chem. 1979, 18, 2658
42. Davies, J. A.; Hartley, F. R. Chem. Rev. 1981, 81, 79
43. Braunstein, P.; Naud, F. Angew. Chem. 2001, 113, 702
44. Angew. Chem., Int. Ed. 2001, 40, 680.
45. Braunstein, P.; Boag, N. M. Angew. Chem. 2001, 113, 2493
46. Angew. Chem., Int. Ed. 2001, 40, 2427.
47. Gade, L. H. J. Organomet. Chem. 2002, 661, 85
48. Piers, W. E.; Emslie, D. J. H. Coord. Chem. Rev. 2002, 233-234, 131
49. Elsevier, C. J.; Reedijk, J.; Walton, P. H.; Ward, M. D. Dalton Trans. 2003, 1869
50. Pfeiffer, M.; Stey, T.; Jehle, H.; Klüpfel, B.; Malisch, W.; Chandrasekhar, V.; Stalke, D. Chem. Commun. 2001, 337
51. Murso, A.; Stalke, D. Eur. J. Inorg. Chem. 2004, 4272
52. Murso, A.; Stalke, D. Dalton Trans. 2004, 2563
53. Stey, T.; Stalke, D. Z. Anorg. Allg. Chem. 2005, 631, 2931
54. Stey, T.; Pfeiffer, M.; Henn, J.; Pandey, S. K.; Stalke, D. Chem.-Eur. J. 2007, 13, 3636
55. Baier, F.; Fei, Z.; Gornitzka, H.; Murso, A.; Neufeld, S.; Pfeiffer, M.; Rüdenauer, I.; Steiner, A.; Stey, T.; Stalke, D. J. Organomet. Chem. 2002, 661, 111
56. Stey, T.; Henn, J.; Stalke, D. Chem. Commun. 2007, 413
57. Arena, C. G.; Bruno, G.; De Munno, G.; Rotondo, E.; Drommi, D.; Faraone, F. Inorg. Chem. 1993, 32, 1601
58. Amatore, C.; Fuxa, A.; Jutand, A. Chem.-Eur. J. 2000, 6, 1474
59. 31P NMR resonances <10 ppm upfield from the complexes have been observed before, which were tentatively assigned to the respective free ligands: Streubel, R.; Wilkens, H.; Ruthe, F.; Jones, P. G. Tetrahedron 2000, 56, 21
60. Helten, H.; Fankel, S.; Feier-Iova, O.; Nieger, M.; Espinosa Ferao, A.; Streubel, R. Eur. J. Inorg. Chem. 2009, 3226
61. 3) resulted in decomposition of the product. Also, an attempt for fractional crystallization was unsuccessful.
62. Streubel, R.; Ostrowski, A.; Priemer, S.; Rohde, U.; Jeske, J.; Jones, P. G. Eur. J. Inorg. Chem. 1998, 257
63. Streubel, R.; Priemer, S.; Ruthe, F.; Jones, P. G.; Gudat, D. Eur. J. Inorg. Chem. 1998, 575
64. Streubel, R.; Beckmann, M.; Neumann, C.; Fankel, S.; Helten, H.; Feier-Iova, O.; Jones, P. G.; Nieger, M. Eur. J. Inorg. Chem. 2009, 2090
65. Panne, P. Ph.D. Thesis, University of Cologne, 2004.
66. Sheldrick, G. M. Acta Crystallogr., Sect. A 2008, 64, 112
67. Ahlrichs, R.; Bär, M.; Häser, M.; Horn, H.; Kölmel, C. Chem. Phys. Lett. 1989, 162, 165
68. v. Arnim, M.; Ahlrichs, R. J. Chem. Phys. 1999, 111, 9183
69. Dirac, P. A. M. Proc. R. Soc. (London) A 1929, 123, 714
70. Slater, J. C. Phys. Rev. 1951, 81, 385
71. Vosko, S. H.; Wilk, L.; Nusair, M. Can. J. Phys. 1980, 58, 1200
72. Becke, A. D. Phys. Rev. A 1988, 38, 3098
73. Perdew, J. P. Phys. Rev. B 1986, 33, 8822
74. Eichkorn, K.; Treutler, O.; Öhm, H.; Häser, M.; Ahlrichs, R. Chem. Phys. Lett. 1995, 240, 283
75. Eichkorn, K.; Treutler, O.; Öhm, H.; Häser, M.; Ahlrichs, R. Chem. Phys. Lett. 1995, 242, 652
76. Eichkorn, K.; Weigend, F.; Treutler, O.; Ahlrichs, R. Theor. Chem. Acc. 1997, 97, 119
77. Schäfer, A.; Horn, H.; Ahlrichs, R. J. Chem. Phys. 1992, 97, 2571
78. Andrae, D.; Häussermann, U.; Dolg, M.; Stoll, H.; Preuss, H. Theor. Chim. Acta 1990, 77, 123
79. Klamt, A.; Schüürmann, G. J. Chem. Soc., Perkin Trans. 2 1993, 799
80. Bondi, A. J. Phys. Chem. 1964, 68, 441
81. Helgaker, T. Chem. Phys. Lett. 1991, 182, 503
82. Deglmann, P.; Furche., F.; Ahlrichs, R. Chem. Phys. Lett. 2002, 362, 511
83. Deglmann, P.; Furche, F. J. Chem. Phys. 2002, 117, 9535
84. Deglmann, P.; May, K.; Furche, F.; Ahlrichs, R. Chem. Phys. Lett. 2004, 384, 103
85. Becke, A. D. J. Chem. Phys. 1993, 98, 5648
86. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785
87. Weigend, F.; Häser, M.; Patzelt, H.; Ahlrichs, R. Chem. Phys. Lett. 1998, 294, 143
88. Weigend, F.; Ahlrichs, R. Phys. Chem. Chem. Phys. 2005, 7, 3297
89. Helten, H.; Schirmeister, T.; Engels, B. J. Phys. Chem. A 2004, 108, 7691
90. Helten, H.; Schirmeister, T.; Engels, B. J. Org. Chem. 2005, 70, 233
91. Vicik, R.; Helten, H.; Schirmeister, T.; Engels, B. Chem. Med. Chem. 2006, 1, 1021