1,4-Bis(phosphine)-2,5-difluoro-3,6-dihydroxybenzenes and their P-oxides: Syntheses, structures, ligating and electronic properties

Journal of Organometallic Chemistry

Volumn 693, Issue 20, 2008, Pages 3263-3272

  Pignotti, Louis R ^a   Kongprakaiwoot, Natcharee ^a   Brennessel, William W ^b   Baltrusaitis, Jonas ^c   Luck, Rudy L ^a   Urnezius, Eugenijus ^a  

^a MICHIGAN TECHNOLOGICAL UNIVERSITY   (United States)

^b UNIVERSITY OF ROCHESTER   (United States)

^c E11 SSH   (United States)

Author keywords

Binucleating; Electrochemistry; Frontier orbitals; Noninnocent ligands; Structures

Indexed keywords

ELECTRONIC PROPERTIES;

BINUCLEATING; ELECTROCHEMISTRY; FRONTIER ORBITALS; NONINNOCENT LIGANDS; STRUCTURES;

QUENCHING;

EID: 51549100793     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2008.07.023     Document Type: Article

References (68)

1. Burch R.R. Chem. Mater. 2 (1990) 633
2. Tanski J.M., Vaid T.P., Lobkovsky E.B., and Wolczanski P.T. Inorg. Chem. 39 (2000) 4756
3. Tanski J.M., and Wolczanski P.T. Inorg. Chem. 40 (2001) 346
4. Vaid T.P., Lobkovsky E.B., and Wolczanski P.T. J. Am. Chem. Soc. 119 (1997) 8742
5. Vaid T.P., Tanski J.M., Pette J.M., Lobkovsky E.B., and Wolczanski P.T. Inorg. Chem. 38 (1999) 3394
6. Thorum M.S., Taliaferro M.L., Min K.S., and Miller J.S. Polyhedron 26 (2007) 2247
7. Matsui H., Kudo R., Ishikawa T., and Yoshihara M. J. Mater. Sci. 48 (2005) 4917
8. Oh M., Carpenter G.B., and Sweigart D.A. Acc. Chem. Res. 37 (2004) 1
9. Reingold J.A., Son S.U., Carpenter G.B., and Sweigart D.A. J. Inorg. Organomet. Polym. Mater. 16 (2006) 1
10. Reingold J.A., Son S.U., Kim S.B., Dullaghan C.A., Oh M., Frake P.C., Carpenter G.B., and Sweigart D.A. Dalton Trans. (2006) 2385
11. Moussa J., and Amouri H. Angew. Chem., Int. Ed. 47 (2008) 1372
12. Kitagawa S., and Kawata S. Coord. Chem. Rev. 224 (2002) 11
13. Dinnebier R., Lerner H.-W., Ding L., Shankland K., David W.I.F., Stephens P.W., and Wagner M. Z. Anorg. Allg. Chem. 628 (2002) 310
14. Margraf G., Kretz T., Biani F.F.D., Laschi F., Losi S., Zanello P., Bats J.W., Wolf B., Removic-Langer K., Lang M., Prokofiev A., Assmus W., Lerner H.-W., and Wagner M. Inorg. Chem. 45 (2006) 1277
15. Kretz T., Bats J.W., Losi S., Wolf B., Lerner H.-W., Lang M., Zanello P., and Wagner M. Dalton Trans. (2006) 4914
16. Prokofiev A.V., Dahlmann E., Ritter F., Assmus W., Margraf G., and Wagner M. Cryst. Res. Technol. 39 (2004) 1014
17. Wolf B., Bruhl A., Pashchenko V., Removic-Langer K., Kretz T., Bats J.W., Lerner H.W., Wagner M., Salguero A., Saha-Dasgupta T., Rahaman B., Valenti R., and Lang M. C.R. Chim. 10 (2007) 109
18. Wolf B., Zherlitsyn S., Luthi B., Harrison N., Low U., Pashchenko V., Lang M., Margraf G., Lerner H.W., Dahlmann E., Ritter F., Assmus W., and Wagner M. Phys. Rev. B 69 (2004)
19. Scheuermann S., Kretz T., Vitze H., Bats J.W., Bolte M., Lerner H.W., and Wagner M. Chem. Eur. J. 14 (2008) 2590
20. Ernst S., Hänel P., Jordanov J., Kaim W., Kasack V., and Roth E. J. Am. Chem. Soc. 111 (1989) 1733
21. Sembiring S.B., Colbran S.B., and Craig D.C. Inorg. Chem. 34 (1995) 761
22. Ramirez F., and Dershowitz S. J. Am. Chem. Soc. 78 (1956) 5614
23. Colbran S.B., Craig D.C., and Sembiring S.B. Inorg. Chim. Acta 176 (1990) 225
24. Sembiring S.B., Colbran S.B., Bishop R., Craig D.C., and Rae A.D. Inorg. Chim. Acta 228 (1995) 109
25. Sembiring S.B., Colbran S.B., and Craig D.C. J. Chem. Soc., Dalton Trans. (1999) 1543
26. Sembiring S.B., Colbran S.B., and Hanton L.R. Inorg. Chim. Acta 202 (1992) 67
27. Manners I. Synthetic Metal-Containing Polymers (2004), Wiley-VCH, Weinheim
28. Williams K.A., Boydston A.J., and Bielawski C.W. Chem. Soc. Rev. 36 (2007) 729-744
29. Holliday B.J., and Swager T.M. Chem. Commun. (2005) 23
30. McCleverty J.A., and Ward M.D. Acc. Chem. Res. 31 (1998) 842
31. Ward M.D. J. Solid State Electrochem. 9 (2005) 778
32. Ward M.D., and McCleverty J.A. J. Chem. Soc., Dalton Trans (2002) 275
33. Dei A., Gatteschi D., Sangregorio C., and Sorace L. Acc. Chem. Res. 37 (2004) 827
34. Coe P.L., Waring A.J., and Yarwood T.D. J. Chem. Soc. Perkin Trans. 1 (1995) 2729
35. Dahl O. Acta Chem. Scand. 23 (1969) 2342
36. Heinicke J., Peulecke N., Kindermann M.K., and Jones P.G. Z. Anorg. Allg. Chem. 631 (2005) 67
37. Blessing R.H. Acta Crystallogr. Sect. A 51 (1995) 33
38. Bruker Analytical X-ray Systems, Madison, WI, 2005.
39. Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G., and Spagna R. J. Appl. Crystallogr. 32 (1999) 115
40. Bruker Analytical X-ray Systems, Madison, WI, 2000.
41. Kongprakaiwoot N., Bultman M.S., Luck R.L., and Urnezius E. Inorg. Chim. Acta 358 (2005) 3423
42. 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, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M. W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, Gaussian Inc., Wallingford, CT, 2004.
43. Lee C.T., Yang W.T., and Parr R.G. Phys. Rev. B 37 (1988) 785
44. Becke A.D. J. Chem. Phys. 98 (1993) 5648
45. Schafer A., Huber C., and Ahlrichs R. J. Chem. Phys. 100 (1994) 5829
46. S.I. Gorelsky, University of Ottawa, Ottawa, 2007.
47. Gorelsky S.I., and Lever A.B.P. J. Organomet. Chem. 635 (2001) 187
48. Mulliken R.S. J. Chem. Phys. 23 (1955) 1833
49. Mulliken R.S. J. Chem. Phys. 23 (1955) 1841
50. Mulliken R.S. J. Chem. Phys. 23 (1955) 2338
51. Mulliken R.S. J. Chem. Phys. 23 (1955) 2343
52. G.A. Zhurko. http://www.chemcraftprog.com, 2004-2008.
53. Kongprakaiwoot N., Luck R.L., and Urnezius E. J. Organomet. Chem. 689 (2004) 3350
54. Kongprakaiwoot N., Luck R.L., and Urnezius E. J. Organomet. Chem. 691 (2006) 5024
55. Crowther G.P., Sundberg R.J., and Sarpeshkar A.M. J. Org. Chem. 49 (1984) 4657
56. Horner L., and Simons G. Phosphorus, Sulfur Silicon Relat. Elem. 14 (1983) 189
57. Suarez A., Mendez-Rojas M.A., and Pizzano A. Organometallics 21 (2002) 4611
58. Kim J.S., Sen A., Guzei I.A., Liable-Sands L.M., and Rheingold A.L. J. Chem. Soc., Dalton Trans. (2002) 4726
59. Saatchi K., Patrick B.O., and Orvig C. Dalton Trans. (2005) 2268
60. Heinicke J., He M., Dal A., Klein H.-F., Hetche O., Keim W., Flörke U., and Haupt H.-J. Eur. J. Inorg. Chem. 2000 (2000) 431
61. Heinicke J., Kadyrov R., Kindermann M.K., Koesling M., and Jones P.G. Chem. Ber. 129 (1996) 1547
62. Beganskiene A., Nikishkin N.I., Luck R.L., and Urnezius E. Heteroat. Chem. 17 (2006) 656
63. Joyce D.R., Gijzen E.M.A., and Davis G.C. Polym. Prepr. 44 (2003) 751
64. L. Pauling. The Nature of the Chemical Bond and the Structure of Molecules and Crystals; An Introduction to Modern Structural Chemistry; Cornell University Press, Ithaca, NY, 1960.
65. Kobiro K., Shi M., and Inoue Y. Chem. Lett. 28 (1999) 633
66. Quan M., Sanchez D., Wasylkiw M.F., and Smith D.K. J. Am. Chem. Soc. 129 (2007) 12847
67. Costentin C., Robert M., and Saveant J.M. J. Am. Chem. Soc. 128 (2006) 8726
68. Medina B.M., Beljonne D., Egelhaaf H.J., and Gierschner J. J. Chem. Phys. 126 (2007) 111101