Stable, Monomeric Imides of Aluminum and Gallium: Synthesis and Characterization of [{HC(MeCDippN)2}MN-2,6-Trip2C6H3] (M=Al or Ga; Dipp=2,6-iPr2C6H3; Trip=2,4,6-iPr3C6H2)

Angewandte Chemie - International Edition

Volumn 40, Issue 11, 2001, Pages 2172-2174

  Hardman, Ned J ^a   Cui, Chunming ^b   Roesky, Herbert W ^b   Fink, William H ^a   Power, Philip P ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITY OF GÖTTINGEN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001620220     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3773(20010601)40:11<2172::AID-ANIE2172>3.0.CO;2-Y     Document Type: Article

References (33)

1. M. Cesari, S. Cucinella in The Chemistry of Inorganic Homo- and Heterocycles, Vol. I (Eds.: I. Haiduc, D. B. Sowerby), Academic Press, London, 1987, p. 167; M. J. Taylor, P. J. Brothers in Chemistry of Aluminum, Gallium, Indium and Thallium (Ed.: A. J. Downs), Blackie, London, 1993, p. 171.
2. M. Cesari, S. Cucinella in The Chemistry of Inorganic Homo- and Heterocycles, Vol. I (Eds.: I. Haiduc, D. B. Sowerby), Academic Press, London, 1987, p. 167; M. J. Taylor, P. J. Brothers in Chemistry of Aluminum, Gallium, Indium and Thallium (Ed.: A. J. Downs), Blackie, London, 1993, p. 171.
3. S. Amirkhalili, P. B. Hitchcock, J. D. Smith, J. Chem. Soc. Dalton Trans. 1979, 1206.
4. T. Belgardt, H. W. Roesky, M. Noltemeyer, H.-G. Schmidt, Angew. Chem. 1993, 105, 1101; Angew. Chem. Int. Ed. Engl. 1993, 32, 1056.
5. T. Belgardt, H. W. Roesky, M. Noltemeyer, H.-G. Schmidt, Angew. Chem. 1993, 105, 1101; Angew. Chem. Int. Ed. Engl. 1993, 32, 1056.
6. P. Paetzold, Prog. Inorg. Chem. 1987, 31, 123.
7. C. Baird, R. K. Datta, Inorg. Chem. 1972, 11, 17.
8. J. March, Advanced Organic Chemistry, 4th ed., Wiley, New York, 1992, chap. 1.
9. S. Schulz, L. Häming, R. Herbst-Irmer, H. W. Roesky, G. M. Sheldrick, Angew. Chem. 1994, 106, 1052; Angew. Chem. Int. Ed. Engl. 1994, 33, 969.
10. S. Schulz, L. Häming, R. Herbst-Irmer, H. W. Roesky, G. M. Sheldrick, Angew. Chem. 1994, 106, 1052; Angew. Chem. Int. Ed. Engl. 1994, 33, 969.
11. J. D. Fischer, P. J. Shapiro, G. P. A. Yap, A. L. Rheingold, Inorg. Chem. 1996, 35, 271.
12. R. J. Wehmschulte, P. P. Power, J. Am. Chem. Soc. 1996, 118, 791.
13. K. M. Waggoner, P. P. Power, J. Am. Chem. Soc. 1991, 113, 3385.
14. P. Jutzi, B. Neumann, G. Reumann, H.-G. Stammler, Organometallics 1999, 18, 2037.
15. C. Cui, H. W. Roesky, H.-G. Schmidt, M. Noltemeyer, H. Hao, F. Cimpoesu, Angew. Chem. 2000, 112, 4444; Angew. Chem. Int. Ed. 2000, 39, 4274.
16. C. Cui, H. W. Roesky, H.-G. Schmidt, M. Noltemeyer, H. Hao, F. Cimpoesu, Angew. Chem. 2000, 112, 4444; Angew. Chem. Int. Ed. 2000, 39, 4274.
17. B. Twamley, C.-S. Hwang, N. J. Hardman, P. P. Power, J. Organomet. Chem. 2000, 609, 152.
18. 1, 6173 (I > 2σ(I)) data, R1 = 0.0666. Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-158089. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: (+44)1223-336-033; e-mail: deposit@ccdc.cam.ac.uk).
19. Bonds between three-coordinate gallium and nitrogen display considerable variation as a result of the inductive and steric effects of the gallium substituents. In general, more electron-withdrawing substituents at gallium lead to shorter Ga-N bonds. See: G. Linti, R. Frey, K. Polborn, Chem. Ber. 1994, 127, 1387; P. J. Brothers, P. P. Power, Adv. Organomet. Chem. 1996, 39, 1.
20. Bonds between three-coordinate gallium and nitrogen display considerable variation as a result of the inductive and steric effects of the gallium substituents. In general, more electron-withdrawing substituents at gallium lead to shorter Ga-N bonds. See: G. Linti, R. Frey, K. Polborn, Chem. Ber. 1994, 127, 1387; P. J. Brothers, P. P. Power, Adv. Organomet. Chem. 1996, 39, 1.
21. 3] have been reported by three different groups, the Ga-N bond length of 1.868(1) Å in ref. [17a], which is typical, is used here: a) P. J. Brothers, R. J. Wehmschulte, M. M. Olmstead, S. R. Parkin, P. P. Power, Organometallics 1994, 13, 2792;
22. b) D. A. Atwood, V. O. Atwood, A. H. Cowley, R. A. Jones, J. L. Atwood, S. G. Bott, Inorg. Chem. 1994, 33, 3251;
23. c) S. Kühner, R. Kuhnle, H.-D. Hausen, J. Weidlein, Z. Anorg. Allg. Chem. 1997, 623, 25.
24. [12] Unfortunately the lengths of dative bonds to three-coordinate gallium (or aluminum) are unknown but it is reasonable to expect that they are between 0.1 and 0.2 Å longer than the value for a normal bond. See: A. Haaland in Coordination Chemistry of Aluminum (Ed.: G. H. Robinson), VCH, New York, 1993.
25. P. P. Power, Chem. Rev. 1999, 99, 3463.
26. Numerous such examples have been published in recent years. For example: B. Qian, D. L. Ward, M. R. Smith III, Organometallics 1998, 17, 3070; V. C. Gibson, P. J. Maddox, C. Newton, C. Redshaw, G. A. Solan, A. J. P. White, D. J. Williams, Chem. Commun. 1998, 1651; M. Cheng, E. B. Lobkovsky, G. W. Coates, J. Am. Chem. Soc. 1998, 120, 11018; L. W. M. Lee, W. E. Piers, M. R. J. Elsegood, W. Clegg, M. Parvez, Organometallics 1999, 18, 2947.
27. Numerous such examples have been published in recent years. For example: B. Qian, D. L. Ward, M. R. Smith III, Organometallics 1998, 17, 3070; V. C. Gibson, P. J. Maddox, C. Newton, C. Redshaw, G. A. Solan, A. J. P. White, D. J. Williams, Chem. Commun. 1998, 1651; M. Cheng, E. B. Lobkovsky, G. W. Coates, J. Am. Chem. Soc. 1998, 120, 11018; L. W. M. Lee, W. E. Piers, M. R. J. Elsegood, W. Clegg, M. Parvez, Organometallics 1999, 18, 2947.
28. Numerous such examples have been published in recent years. For example: B. Qian, D. L. Ward, M. R. Smith III, Organometallics 1998, 17, 3070; V. C. Gibson, P. J. Maddox, C. Newton, C. Redshaw, G. A. Solan, A. J. P. White, D. J. Williams, Chem. Commun. 1998, 1651; M. Cheng, E. B. Lobkovsky, G. W. Coates, J. Am. Chem. Soc. 1998, 120, 11018; L. W. M. Lee, W. E. Piers, M. R. J. Elsegood, W. Clegg, M. Parvez, Organometallics 1999, 18, 2947.
29. Numerous such examples have been published in recent years. For example: B. Qian, D. L. Ward, M. R. Smith III, Organometallics 1998, 17, 3070; V. C. Gibson, P. J. Maddox, C. Newton, C. Redshaw, G. A. Solan, A. J. P. White, D. J. Williams, Chem. Commun. 1998, 1651; M. Cheng, E. B. Lobkovsky, G. W. Coates, J. Am. Chem. Soc. 1998, 120, 11018; L. W. M. Lee, W. E. Piers, M. R. J. Elsegood, W. Clegg, M. Parvez, Organometallics 1999, 18, 2947.
30. M. Stender, B. E. Eichler, N. J. Hardman, P. P. Power, J. Prust, M. Noltemeyer, H. W. Roesky, Inorg. Chem. in press.
31. Gaussian 98 (Revision A.7), M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. A. Montgomery, R. E. Stratmann, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo, S. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P. M. W. Gill, B. G. Johnson, W. Chen, M. W. Wong, J. L. Andres, M. Head-Gordon, E. S. Replogle, J. A. Pople, Gaussian, Inc., Pittsburgh, PA, 1998.
32. W. H. Fink, P. P. Power, T. L. Allen, Inorg. Chem. 1997, 36, 1431-1436.
33. 2: H.-J. Himmel, A. J. Downs, T. M. Greene, Chem. Commun. 2000, 871.