Cleavage of cyclodimethylsiloxanes by dialkylaluminum hydrides and the nature of the siloxyaluminum products

Organometallics

Volumn 18, Issue 25, 1999, Pages 5395-5408

  McMahon, C Niamh ^a   Bott, Simon G ^b   Alemany, Lawrence B ^a   Roesky, Herbert W ^c   Barron, Andrew R ^a  

^a RICE UNIVERSITY   (United States)

^b University of Houston   (United States)

^c UNIVERSITY OF GÖTTINGEN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000193575     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om990642z     Document Type: Article

References (51)

1. Jenkner, H. Z. Naturforsch. 1959, 14, 133.
2. Aishima, I.; Sakurai, H.; Takashi, H.; Hirotsu, Y.; Hamada, T. US Patent 3,661,878, 1972.
3. Apblett, A. W.; Barron, A. R. Organometallics 1990, 9, 2137.
4. Mulhaupt, R.; Calabrese, J.; Ittel, S. D. Organometallics 1991, 10, 3403.
5. (a) Bissinger, P.; Paul, P.; Riede, J.; Schmidbaur, H. Chem. Ber. 1993, 126, 2579.
6. (b) Schmidbaur, H. Angew. Chem. 1965, 77, 206.
7. Bissinger, P.; Mikulcik, P.; Riede, J., Schier, A.; Schmidbaur, H. J. Organomet. Chem. 1993, 446, 37.
8. In both reactions other dichlorosiloxanes were observed as minor products.
9. (a) Zhdanov, A. A.; Andriaov, K. A.; Bogdanova, A. A. Izvest. Akad. Nauk, SSSR., Otdel., Khim. Nauk. 1961, 1261.
10. (b) Ouchinnikov, Y. E.; Astapova, T. V.; Laurukhin, B. D.; Shklover, V. E.; Stuchkov, Y. T.; Zhdanov, A. A. Zh. Struk. Khim. 1986, 27, 120.
11. We have recently isolated and structurally characterized the gallium analogue: McMahon, C. N.; Obrey, S. J.; Keys, A.; Bott S. G.; Barron, A. B. Submitted for publication.
12. Wehmschulte, R. J.; Power, P. P. J. Am. Chem. Soc. 1997, 119, 8387.
13. 3 (13) For a reviews of metallocene catalysis, see: (a) Bochman, M., J. Chem. Soc., Dalton Trans. 1996, 255. (b) Kaminsky, W. J. Chem. Soc., Dalton Trans. 1998, 1413.
14. 3 (13) For a reviews of metallocene catalysis, see: (a) Bochman, M., J. Chem. Soc., Dalton Trans. 1996, 255. (b) Kaminsky, W. J. Chem. Soc., Dalton Trans. 1998, 1413.
15. Sangokoya, S. A. US Patent 5,391,529, 1995.
16. Smith, G, M.; Malpass, D. B.; Palmaka, S. W. US Patent 5,731,451, 1998.
17. Apblett, A. W.; Barron, A. R. Ceram. Trans. 1991, 35.
18. Landry, C. C.; Davis, J. A.; Apblett, A. W.; Barron, A. R. J. Mater. Chem. 1993, 3, 567.
19. n, from joints of stopcocks, see: Eisch, J. J. In Comprehensive Organometallic Chemistry; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon: Oxford, U.K., 1986; Vol. 1, p 668.
20. See for example: (a) Haaland, A. In Coordination Chemistry of Aluminum; Robinson G. H., Ed.; VCH: New York, 1993; Chapter 1. (b) Oliver, J. P.; Kumar, R. Polyhedron 1990, 9, 409.
21. See for example: (a) Haaland, A. In Coordination Chemistry of Aluminum; Robinson G. H., Ed.; VCH: New York, 1993; Chapter 1. (b) Oliver, J. P.; Kumar, R. Polyhedron 1990, 9, 409.
22. See for example: (a) Hursthouse, M. B.; Hossain, M. A. Polyhedron 1984, 3, 95 (b) Hursthouse, M. B ; Motevalli, M.; Sanganee, M.; Sullivan, A. J. Chem. Soc., Chem. Commun. 1991, 1709. (c) Motevalli, M.; Sanganee, M.; Savage, P. D.; Shah, S.; Sullivan, A. J. Chem. Soc., Chem. Commun. 1993, 1132.
23. See for example: (a) Hursthouse, M. B.; Hossain, M. A. Polyhedron 1984, 3, 95 (b) Hursthouse, M. B ; Motevalli, M.; Sanganee, M.; Sullivan, A. J. Chem. Soc., Chem. Commun. 1991, 1709. (c) Motevalli, M.; Sanganee, M.; Savage, P. D.; Shah, S.; Sullivan, A. J. Chem. Soc., Chem. Commun. 1993, 1132.
24. See for example: (a) Hursthouse, M. B.; Hossain, M. A. Polyhedron 1984, 3, 95 (b) Hursthouse, M. B ; Motevalli, M.; Sanganee, M.; Sullivan, A. J. Chem. Soc., Chem. Commun. 1991, 1709. (c) Motevalli, M.; Sanganee, M.; Savage, P. D.; Shah, S.; Sullivan, A. J. Chem. Soc., Chem. Commun. 1993, 1132.
25. (a) Almemmingen, A.; Bastiansen, O.; Ewing, V.; Hedberg, K.; Traetteberg, M. Acta Chem. Scand. 1963, 17, 2455.
26. (b) Airey, W.; Glidewell, C.; Rankin, D. W H.; Robiette, A. G.; Sheldrick, G. M.; Cruickshank, D. W. J. Trans. Faraday Soc. 1970, 66, 551.
27. (c) Airey, W.; Glidewell, C.; Robiette, A. G.; Sheldrick, G. M. J. Mol. Struct. 1971, 8, 423.
28. (d) Morosin, B.; Harrah, L. A. Acta Crystallogr., Sect. B 1981, 37, 579.
29. Brisdon, B. J.; Mahon, M. F.; Molloy, K. C.; Schofield, P. J. J. Organomet. Chem. 1994, 465, 145.
30. Hossain, M. A.; Hursthouse, M. B.; Ibrahim, A.; Mazid, M.; Sullivan, A. C. J. Chem. Soc., Dalton Trans. 1989, 2347.
31. Herrmann, W. A.; Stumpf, A. W.; Priermeier, T.; Bogdanovic, S.; Dufaud, V.; Basset, J.-M. Angew. Chem., Int. Ed. Engl. 1996, 35, 2803.
32. Gosink, H.-J.; Roesky, H. W.; Schmidt, H.-G.; Noltemeyer, M.; Irmer, E.; Herbst-Irmer, R. Organometallics 1994, 13, 3420.
33. Schmidbaur, H. J. Organomet. Chem. 1963, 1, 28.
34. McMahon, C. N.; Bott, S. G.; Barron, A. R. J. Chem. Soc., Dalton Trans. 1997, 3129.
35. (a) Power, M. B.; Nash, J. R.; Healy, M. D.; Barron, A. R. Organometallics 1992, 11, 1830.
36. (b) Power, M. B.; Bott, S. G.; Clark, D. L.; Atwood, J. L.; Barron, A. R. Organometallics 1990, 9, 3086.
37. (c) Power, M. B.; Bott, S. G.; Atwood, J. L.; Barron, A. R. J. Am. Chem. Soc. 1990, 112, 3446
38. Boleslawski, M.; Serwatowski, J. J. Organomet. Chem. 1983, 255, 269.
39. 3 is fluxional at room temperature, the observed NMR shift is a time average value of one uncomplexed and two complexed Si environments. Thus, the actual NMR shift of the "activated" silicon is actually closer to -3 ppm.
40. -1). Barron, A. R. Unpublished results.
41. Power, M. B.; Ziller, J. W.; Tyler, A. N.; Barron, A. R. Organometallics 1992, 11, 1055.
42. Clark, E. P. Ind. Eng. Chem. Anal. Ed. 1941, 13, 820.
43. (a) Uhl, W. Z. Anorg. Allg. Chem. 1989, 570, 37.
44. (b) Lehmkuhl, H.; Olbrysch, O.; Nehl, H. Liebigs Ann. Chem. 1973, 708.
45. (c) Lehmkuhl, H.; Olbrysch, O. Liebigs Ann. Chem. 1973, 715.
46. Mason, M. R.; Smith, J. M.; Bott, S. G.; Barron, A. R. J. Am. Chem. Soc. 1993, 115, 4971.
47. Burla, M. C.; Carnalli, M; Cascarano, G.; Giacovazzo, C.; Polidori, G.; Spagna, R.; Viterbo, D. J. Appl. Crystallogr. 1989, 22, 389.
48. Sheldrick, G. M. Acta Crystallogr., A 1980, 46, 467.
49. Enraf-Nonius, MolEN. An Interactive Structure Solution Procedure; Enraf-Nonius: Delft, The Netherlands, 1990.
50. Sheldrick, G. M. Acta Crystallogr. 1990, A46, 467.
51. International Tables for X-ray Crystallography; Kynoch Press: Birmingham, UK, 1974; Vol. IV, pp 99, 149.