Crowned univalent indium complexes as donors? Experimental and computational insights on the valence isomers of EE'X4 species

Chemistry - A European Journal

Volumn 17, Issue 22, 2011, Pages 6148-6161

  Cooper, Benjamin F T ^a   Hamaed, Hiyam ^a   Friedl, Warren W ^a   Stinchcombe, Michael R ^a   Schurko, Robert W ^a   MacDonald, Charles L B ^a  

^a UNIVERSITY OF WINDSOR   (Canada)

Author keywords

computational chemistry; crown ethers; donor acceptor systems; indium; valence isomers

Indexed keywords

COMPUTATIONAL INVESTIGATION; DIRECT SYNTHESIS; DONOR-ACCEPTOR COMPLEX; DONOR-ACCEPTOR SYSTEM; DONOR-ACCEPTORS; IN-SITU; INDIUM COMPLEXES; IONIC SALTS; ISOMERIC FORMS; LONE PAIR; LOW-VALENT; NATURAL BOND ORBITAL ANALYSIS; SOLID STATE NMR; SOLUTION PHASE SYNTHESIS; STABLE COMPLEXES; VALENCE ISOMER; VALENCE ISOMERS;

BROMINE; CHEMICAL BONDS; CHLORINE; CROWN ETHERS; ETHERS; GALLIUM; INDIUM; IODINE; ISOMERS; LIGANDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; ORGANIC COMPOUNDS; SALTS; SOLID STATE PHYSICS;

CHLORINE COMPOUNDS;

EID: 79956120818     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201002946     Document Type: Article

References (84)

1. In this work, formal oxidation states are indicated by using Arabic numerals whereas valence states are indicated by using Roman numerals.
2. G. Parkin, J. Chem. Educ. 2006, 83, 791.
3. J. A. J. Pardoe, A. J. Downs, Chem. Rev. 2007, 107, 2.
4. D. G. Tuck, Chem. Soc. Rev. 1993, 22, 269.
5. A. Frazer, P. Hodge, B. Piggott, Chem. Commun. 1996, 1727.
6. D. L. Reger, Coord. Chem. Rev. 1996, 147, 571.
7. R. A. Fischer, J. Weiss, Angew. Chem. 1999, 111, 3002
8. Angew. Chem. Int. Ed. 1999, 38, 2831.
9. P. Jutzi, B. Neumann, G. Reumann, L. O. Schebaum, H. G. Stammler, Organometallics 1999, 18, 2550.
10. J. D. Gorden, A. Voigt, C. L. B. Macdonald, J. S. Silverman, A. H. Cowley, J. Am. Chem. Soc. 2000, 122, 950.
11. J. D. Gorden, C. L. B. Macdonald, A. H. Cowley, Chem. Commun. 2001, 75.
12. N. J. Hardman, P. P. Power, J. D. Gorden, C. L. B. Macdonald, A. H. Cowley, Chem. Commun. 2001, 1866.
13. A. H. Cowley, Chem. Commun. 2004, 2369.
14. Z. Yang, X. L. Ma, R. B. Oswald, H. W. Roesky, H. P. Zhu, C. Schulzke, K. Starke, M. Baldus, H. G. Schmidt, M. Noltemeyer, Angew. Chem. 2005, 117, 7234
15. Angew. Chem. Int. Ed. 2005, 44, 7072.
16. S. Schulz, A. Kuczkowski, D. Schuchmann, U. Florke, M. Nieger, Organometallics 2006, 25, 5487.
17. T. Bollermann, G. Prabusankar, C. Gemel, R. W. Seidel, M. Winter, R. A. Fischer, Chem. Eur. J. 2010, 16, 8846.
18. B. Buchin, C. Gemel, T. Cadenbach, I. Fernandez, G. Frenking, R. A. Fischer, Angew. Chem. 2006, 118, 5331
19. Angew. Chem. Int. Ed. 2006, 45, 5207.
20. A. Kempter, C. Gemel, R. A. Fischer, Chem. Commun. 2006, 1551.
21. Q. Yu, A. Purath, A. Donchev, H. Schnockel, J. Organomet. Chem. 1999, 584, 94.
22. D. Weiss, M. Winter, K. Merz, A. Knufer, R. A. Fischer, N. Frohlich, G. Frenking, Polyhedron 2002, 21, 535.
23. D. L. Reger, D. G. Garza, A. L. Rheingold, G. P. A. Yap, Organometallics 1998, 17, 3624.
24. D. L. Reger, S. S. Mason, A. L. Rheingold, B. S. Haggerty, F. P. Arnold, Organometallics 1994, 13, 5049.
25. K. Yurkerwich, D. Buccella, J. G. Melnick, G. Parkin, Chem. Commun. 2008, 3305.
26. S. P. Green, C. Jones, A. Stasch, Inorg. Chem. 2007, 46, 11.
27. G. J. Moxey, C. Jones, A. Stasch, P. C. Junk, G. B. Deacon, W. D. Woodul, P. R. Drago, Dalton Trans. 2009, 2630.
28. W. Uhl, M. Pohlmann, R. Wartchow, Angew. Chem. 1998, 110, 1007
29. Angew. Chem. Int. Ed. 1998, 37, 961.
30. W. Uhl, M. Benter, S. Melle, W. Saak, G. Frenking, J. Uddin, Organometallics 1999, 18, 3778.
31. R. J. Wright, A. D. Phillips, N. J. Hardman, P. P. Power, J. Am. Chem. Soc. 2002, 124, 8538.
32. X. J. Yang, Y. Z. Wang, B. Quillian, P. R. Wei, Z. F. Chen, P. V. Schleyer, G. H. Robinson, Organometallics 2006, 25, 925.
33. L. A. Woodward, G. Garton, H. L. Roberts, J. Chem. Soc. 1956, 3723.
34. M. A. Khan, D. G. Tuck, Inorg. Chim. Acta 1985, 97, 73.
35. R. K. McMullan, J. D. Corbett, J. Am. Chem. Soc. 1958, 80, 4761
36. R. J. Clark, E. Griswold, J. Kleinberg, J. Am. Chem. Soc. 1958, 80, 4764.
37. C. G. Andrews, C. L. B. Macdonald, Angew. Chem. 2005, 117, 7619
38. Angew. Chem. Int. Ed. 2005, 44, 7453.
39. B. F. T. Cooper, C. L. B. Macdonald, Main Group Chem. 2010, 9, 141.
40. 4 fragment in 1 can be described with a normal covalent bond rather than a dative bond as a cationic dicoordinate indium(+2) center bonded to an anionic tetracoordinate indium(+2) center.
41. W. Uhl, A. El-Hamdan, Eur. J. Inorg. Chem. 2004, 969.
42. M. S. Hill, P. B. Hitchcock, R. Pongtavornpinyo, Angew. Chem. 2005, 117, 4303
43. Angew. Chem. Int. Ed. 2005, 44, 4231.
44. F. H. Allen, Acta Crystallogr. Sect. A 2002, 58, 380.
45. W. Uhl, Angew. Chem. 1993, 105, 1449
46. Angew. Chem. Int. Ed. Engl. 1993, 32, 1386.
47. W. Uhl, Coord. Chem. Rev. 1997, 163, 1.
48. W. Uhl, Adv. Organomet. Chem. 2004, 51, 53.
49. M. S. Hill, in Metal-Metal Bonding in Structure and Bonding, Vol. 136, Springer, Berlin, 2010, pp. 189-216.
50. B. F. T. Cooper, C. G. Andrews, C. L. B. Macdonald, J. Organomet. Chem. 2007, 692, 2843.
51. R. G. Pearson, J. Am. Chem. Soc. 1963, 85, 3533.
52. I. A. Kahwa, D. Miller, M. Mitchel, F. R. Fronczek, R. G. Goodrich, D. J. Williams, C. A. Omahoney, A. M. Z. Slawin, S. V. Ley, C. J. Groombridge, Inorg. Chem. 1992, 31, 3963.
53. I. A. Kahwa, D. Miller, M. Mitchel, F. R. Fronczek, Acta Crystallogr. Sect. C 1993, 49, 320.
54. N. S. Fender, S. S. Finegan, D. Miller, M. Mitchell, I. A. Kahwa, F. R. Fronczek, Inorg. Chem. 1994, 33, 4002.
55. A. V. Mudring, F. Rieger, Inorg. Chem. 2005, 44, 6240.
56. F. Rieger, A. V. Mudring, Inorg. Chem. 2005, 44, 9340.
57. M. J. Taylor, D. G. Tuck, J. Chem. Soc. Dalton Trans. 1981, 928.
58. M. A. Khan, D. G. Tuck, Acta Crystallogr. Sect. B 1982, 38, 803.
59. L. A. Kloo, M. J. Taylor, J. Chem. Soc. Dalton Trans. 1997, 2693.
60. 4].
61. B. F. T. Cooper, C. L. B. Macdonald, J. Organomet. Chem. 2008, 693, 1707.
62. R. Bandyopadhyay, B. F. T. Cooper, A. J. Rossini, R. W. Schurko, C. L. B. Macdonald, J. Organomet. Chem. 2010, 695, 1012.
63. A. Y. Timoshkin, G. Frenking, J. Am. Chem. Soc. 2002, 124, 7240.
64. A. Haaland, Angew. Chem. 1989, 101, 1017
65. Angew. Chem. Int. Ed. Engl. 1989, 28, 992.
66. -1, it should again be clarified that 13 is a hypothetical complex which has a fully optimized geometry, whereas the geometries of the halide donor-acceptor species were obtained from the crystal structures. This geometry optimization lowers the energy of the donor-acceptor complex and generates a more exergonic reaction than those obtained for the halide series.
67. A. B. Pangborn, M. A. Giardello, R. H. Grubbs, R. K. Rosen, F. J. Timmers, Organometallics 1996, 15, 1518.
68. B. F. T. Cooper, C. L. B. Macdonald, New J. Chem. 2010, 34, 1551.
69. G. Meyer, T. Staffel, M. Irmler, Thermochim. Acta 1990, 160, 63.
70. J. D. Corbett, R. K. McMullan, J. Am. Chem. Soc. 1956, 78, 2906.
71. SMART, Bruker AXS Inc., Madison, 2001.
72. SAINTPlus, Bruker AXS Inc., Madison, 2001.
73. SADABS, Bruker AXS Inc., Madison, 2001.
74. A. Altomare, M. C. Burla, M. Camalli, G. Cascarano, C. Giacovazzo, A. Guagliardi, M. A. G. G., G. Polidori, R. Spagna, CNR-IRMEC, Bari, 1997.
75. G. M. Sheldrick, Universitat Göttingen, Göttingen, 1997.
76. L. J. Farrugia, J. Appl. Crystallogr. 1999, 32, 837
77. A. L. Spek, J. Appl. Crystallogr. 2003, 36, 7.
78. G. M. Sheldrick, Bruker AXS Inc., Madison, 2001.
79. C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe, E. Pidcock, L. Rodriguez-Monge, R. Taylor, J. van de Streek, P. A. Wood, J. Appl. Crystallogr. 2008, 41, 466.
80. A. D. Becke, J. Chem. Phys. 1993, 98, 5648.
81. Gaussian 03, Revision D.01, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, A. Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, 2003.
82. Gaussian 09, Revision A.02, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A. F. Izmaylov, J. Bloino, G. Zheng, J. L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J. Montgomery, J. A., J. E. Peralta, F. Ogliaro, M. Bearpark, J. J. Heyd, E. Brothers, K. N. Kudin, V. N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, N. Rega, N. J. Millam, M. Klene, J. E. Knox, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, R. L. Martin, K. Morokuma, V. G. Zakrzewski, G. A. Voth, P. Salvador, J. J. Dannenberg, S. Dapprich, A. D. Daniels, à. Farkas, J. B. Foresman, J. V. Ortiz, J. Cioslowski, D. J. Fox, Gaussian, Inc., Wallingford CT, 2009.
83. A. Bergner, M. Dolg, W. Kuchle, H. Stoll, H. Preuss, Mol. Phys. 1993, 80, 1431.
84. A. E. Reed, L. A. Curtiss, F. Weinhold, Chem. Rev. 1988, 88, 899.