Structural evidence of strong calcium-π interactions to aryl substituents stabilized by coexistent agostic bonds to alkyl groups

Organometallics

Volumn 33, Issue 6, 2014, Pages 1480-1491

  Loh, Claas ^a   Seupel, Susanne ^a   Görls, Helmar ^a   Krieck, Sven ^a   Westerhausen, Matthias ^a  

^a FRIEDRICH SCHILLER UNIVERSITY JENA   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CALCIUM; METAL COMPLEXES; SUBSTITUTION REACTIONS;

AGOSTIC INTERACTIONS; ARYL SUBSTITUENTS; COORDINATED SOLVENTS; COORDINATION SPHERE; POTASSIUM COMPLEX; STRUCTURAL EVIDENCE; TERT-BUTYL GROUP; TETRAHYDROFURANS;

ORGANIC SOLVENTS;

EID: 84896901955     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om500135g     Document Type: Article

References (76)

1. Dougherty, D. A. Science 1996, 271, 163-168
2. Ma, J. C.; Dougherty, D. A. Chem. Rev. 1997, 97, 1303-1324
3. Mahadevi, A. S.; Sastry, G. N. Chem. Rev. 2013, 113, 2100-2138
4. Loh, C.; Seupel, S.; Görls, H.; Krieck, S.; Westerhausen, M. Eur. J. Inorg. Chem. 2014, 10.1002/ejic.201301557
5. Gärtner, M.; Görls, H.; Westerhausen, M. Inorg. Chem. 2007, 46, 7678-7683
6. Gärtner, M.; Görls, H.; Westerhausen, M. Dalton Trans. 2008, 1574-1582
7. Gärtner, M.; Görls, H.; Westerhausen, M. Z. Anorg. Allg. Chem. 2007, 633, 2025-2031
8. Gärtner, M.; Görls, H.; Westerhausen, M. Inorg. Chem. 2008, 47, 1397-1405
9. Tetreault, S.; Ananthanarayanan, V. S. J. Med. Chem. 1993, 36, 1017-1023
10. Dunbar, R. C.; Steill, J. D.; Oomens, J. J. Am. Chem. Soc. 2011, 133, 9376-9386
11. Zhao, Y. L.; Lin, C. S.; Zhang, R. Q.; Wang, R. S. J. Chem. Phys. 2005, 122, 194322/1-194322/6
12. Sun, S. L.; Lin, C. S.; Zhang, R. Q.; Lee, C. S.; Lee, S. T. J. Phys. Chem. B 2005, 109, 12868-12873
13. Kang, H. S. J. Phys. Chem. A 2005, 109, 1458-1467
14. Mochida, K.; Hiraga, Y.; Takeuchi, H.; Ogawa, H. Organometallics 1987, 6, 2293-2297
15. Petrie, S. Int. J. Mass Spectrosc. 2003, 227, 33-46
16. Westerhausen, M.; Gärtner, M.; Fischer, R.; Langer, J.; Yu, L.; Reiher, M. Chem. Eur. J. 2007, 13, 6292-6306
17. Cheng, Y.-H.; Liu, L.; Fu, Y.; Chen, R.; Li, X.-S.; Guo, Q.-X. J. Phys. Chem. A 2002, 106, 11215-11220
18. Reddy, A. S.; Sastry, G. N. J. Phys. Chem. A 2005, 109, 8893-8903
19. Reddy, A. S.; Zipse, H.; Sastry, G. N. J. Phys. Chem. B 2007, 111, 11546-11553
20. Dinadayalane, T. C.; Hassan, A.; Leszczynski, J. Theor. Chem. Acc. 2012, 131:1131, 1-11
21. Cheng, J.; Zhu, W.; Tang, Y.; Xu, Y.; Li, Z.; Chen, K.; Jiang, H. Chem. Phys. Lett. 2006, 422, 455-460
22. Gapeev, A.; Dunbar, R. C. J. Phys. Chem. A 2000, 104, 4084-4088
23. Harvey, M. J.; Hanusa, T. P. Organometallics 2000, 19, 1556-1566
24. Jutzi, P. Adv. Organomet. Chem. 1986, 26, 217-295
25. Jutzi, P. J. Organomet. Chem. 1990, 400, 1-17
26. Hanusa, T. P. Polyhedron 1990, 9, 1345-1362
27. Hanusa, T. P. Chem. Rev. 1993, 93, 1023-1036
28. Burkey, D. J.; Hanusa, T. P. Comments Inorg. Chem. 1995, 17, 41-77
29. Hays, M. L.; Hanusa, T. P. Adv. Organomet. Chem. 1996, 40, 117-170
30. Bridgeman, A. J. J. Chem. Soc., Dalton Trans. 1997, 2887-2893
31. Jutzi, P.; Burford, N. Chem. Rev. 1999, 99, 969-990
32. Hanusa, T. P. Organometallics 2002, 21, 2559-2571
33. Westerhausen, M.; Digeser, M. H.; Nöth, H.; Ponikwar, W.; Seifert, T.; Polborn, K. Inorg. Chem. 1999, 38, 3207-3214
34. Westerhausen, M.; Digeser, M. H.; Gückel, C.; Nöth, H.; Knizek, J.; Ponikwar, W. Organometallics 1999, 18, 2491-2496
35. Westerhausen, M.; Birg, C.; Piotrowski, P. Eur. J. Inorg. Chem. 2000, 2173-2178
36. Westerhausen, M.; Gückel, C.; Piotrowski, P.; Mayer, P.; Warchhold, M.; Nöth, H. Z. Anorg. Allg. Chem. 2001, 627, 1741.1750
37. Wimmer, K.; Birg, C.; Kretschmer, R.; Al-Shboul, T. M. A.; Görls, H.; Krieck, S.; Westerhausen, M. Z. Naturforsch. 2009, 64b, 1360-1368
38. Walter, M. D.; Wolmershäuser, G.; Sitzmann, H. J. Am. Chem. Soc. 2005, 127, 17494-17503
39. Feil, F.; Harder, S. Organometallics 2000, 19, 5010-5015
40. Harder, S.; Feil, F.; Weeber, A. Organometallics 2001, 20, 1044-1046
41. Feil, F.; Müller, C.; Harder, S. J. Organomet. Chem. 2003, 683, 56-63
42. Guino-o, M. A.; Campana, C. F.; Ruhlandt-Senge, K. Chem. Commun. 2008, 1692-1694
43. Feil, F.; Harder, S. Eur. J. Inorg. Chem. 2003, 3401-3408
44. Piesik, D. F.-J.; Häbe, K.; Harder, S. Eur. J. Inorg. Chem. 2007, 5652-5661
45. Krieck, S.; Görls, H.; Yu, L.; Reiher, M.; Westerhausen, M. J. Am. Chem. Soc. 2009, 131, 2977-2985
46. Krieck, S.; Görls, H.; Westerhausen, M. J. Am. Chem. Soc. 2010, 132, 12492-12501
47. Williams, R. A.; Hanusa, T. P. J. Am. Chem. Soc. 1990, 112, 2454-2455
48. Hauber, S.-O.; Lissner, F.; Deacon, G. B.; Niemeyer, M. Angew. Chem., Int. Ed. 2005, 44, 5871-5875
49. Westerhausen, M.; Digeser, M. H.; Nöth, H.; Seifert, T.; Pfitzner, A. J. Am. Chem. Soc. 1998, 120, 6722-6725
50. Edelmann, F. T. Adv. Organomet. Chem. 2008, 57, 183-352
51. Edelmann, F. T. Adv. Organomet. Chem. 2013, 61, 55-374
52. Westerhausen, M.; Schwarz, W. Z. Naturforsch. 1992, 47b, 453-459
53. Cole, M. L.; Deacon, G. B.; Forsyth, C. M.; Konstas, K.; Junk, P. C. Dalton Trans. 2006, 3360-3367
54. Cole, M. L.; Junk, P. C. New J. Chem. 2005, 29, 135-140
55. Glock, C.; Loh, C.; Görls, H.; Krieck, S.; Westerhausen, M. Eur. J. Inorg. Chem. 2013, 3261-3269
56. Barrett, A. G. M.; Crimmin, M. R.; Hill, M. S.; Hitchcock, P. B.; Lomas, S. L.; Mahon, M. F.; Procopiou, P. A. Dalton Trans. 2010, 39, 7393-7400
57. Feil, F.; Harder, S. Eur. J. Inorg. Chem. 2005, 4438-4443
58. Crimmin, M. R.; Barrett, A. G. M.; Hill, M. S.; Hitchcock, P. B.; Procopiou, P. A. Organometallics 2008, 27, 497-499
59. Al-Shboul, T. M. A.; Volland, G.; Görls, H.; Westerhausen, M. Z. Anorg. Allg. Chem. 2009, 635, 1568-1572
60. Hu, H.; Cui, C. Organometallics 2012, 31, 1208-1211
61. Schowtka, B.; Görls, H.; Westerhausen, M. Z. Anorg. Allg. Chem. 2014, 10.1002/zaac.201300565
62. Kloubert, T.; Müller, C.; Krieck, S.; Schlotthauer, T.; Görls, H.; Westerhausen, M. Eur. J. Inorg. Chem. 2012, 5991-6001
63. Westerhausen, M.; Langer, J.; Krieck, S.; Fischer, R.; Görls, H.; Köhler, M. Top. Organomet. Chem. 2013, 45, 29-72
64. Westerhausen, M.; Langer, J.; Krieck, S.; Glock, C. Rev. Inorg. Chem. 2011, 31, 143-184
65. Andreychuk, N. R.; Emslie, D. J. H. Angew. Chem. 2013, 125, 1740-1743
66. Angew. Chem., Int. Ed. 2013, 52, 1696-1699.
67. Etienne, M.; Weller, A. S. Chem. Soc. Rev. 2014, 43, 242-259
68. Saßmannshausen, J. Dalton Trans. 2012, 41, 1919-1923
69. Green, J. C.; Green, M. L. H.; Parkin, G. Chem. Commun. 2012, 48, 11481-11503
70. Brookhart, M.; Green, M. L. H.; Parkin, G. Proc. Natl. Acad. Sci. U.S.A. 2007, 104, 6908-6914
71. Clot, E.; Eisenstein, O. Struct. Bonding (Berlin) 2004, 113, 1-36
72. Hooft, R. COLLECT, Data Collection Software; Nonius BV, Delft, The Netherlands, 1998.
73. Minor, W. Processing of X-ray Diffraction Data Collected in Oscillation Mode. In Methods in Enzymology; Otwinowski, Z.; Carter, C. W.; Sweet, R. M., Eds.; Academic Press: New York, 1997; Vol. 276, Macromolecular Crystallography, Part A, pp 307-326.
74. Sheldrick, G. M. Acta Crystallogr., Sect. A 2008, 64, 112-122
75. XP; Siemens Analytical X-ray Instruments Inc., Karlsruhe, Germany, 1990.
76. XP; Siemens Analytical X-ray Instruments Inc., Madison, WI, USA, 1994.