Synthesis, structure, and reactivity of β-diketiminate boron(III) complexes

Polyhedron

Volumn 18, Issue 18, 1999, Pages 2405-2414

  Qian, Baixin ^a   Baek, Sung W ^a   Smith III, Milton R ^a  

^a MICHIGAN STATE UNIVERSITY   (United States)

Author keywords

Abstraction reaction; Four coordinate boron; Three coordinate boron; X ray structure; Diketiminate ligand

Indexed keywords

EID: 0000198894     PISSN: 02775387     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0277-5387(99)00137-0     Document Type: Article

References (39)

1. Scollard J.D., McConville D.H. J. Am. Chem. Soc. 118:1996;10008.
2. Gómez R., Green M.L.H., Haggitt J.L. J. Chem. Soc., Chem. Commun., 1:1994;2607.
3. Killian C.M., Tempel D.J., Johnson L.K., Brookhart M. J. Am. Chem. Soc., 118:1996;11664.
4. Feldman J., McLain S.J., Parthasarathy A., Marshall W.J., Calabrese J.C., Arthur S.D. Organometallics. 16:1997;1514.
5. Steinhuebel D.P., Lippard S.J. Organometallics. 18:1999;109.
6. Parks J.E., Holm R.H. Inorg. Chem. 7:1968;1408.
7. McGeachin S.G. Can. J. Chem. 46:1968;1903.
8. Mountford P. Chem. Soc. Rev. 27:1998;105.
9. Scheibe G. Chem. Ber. 56:1923;137.
10. Kuhn N., Kuhn A., Boese R., Augart N.J. J. Chem. Soc., Chem. Commun. 1:1989;975.
11. Hitchcock P.B., Lappert M.F., Liu D.-S. J. Chem. Soc., Chem. Commun. 1:1994;2637.
12. Lappert M.F., Liu D.-S. J. Organomet. Chem. 500:1995;203.
13. Budzelaar P.H.M., de Gelder R., Gal A.W. Organometallics. 19:1998;4121.
14. Radzewich C.E., Coles M.P., Jordan R.F.J. J. Am. Chem. Soc. 120:1998;9384.
15. Kim W.-K., Fevola M.J., Liable-Sands L.M., Rheingold A.L., Theopold K.H. Organometallics. 17:1998;4541.
16. Qian B., Smith III M.R. 216th ACS National Meeting, Boston, MA, August 23-27 :1998;American Chemical Society, Washington, DC. Abstracts of papers (no. INOR 2).
17. Smith III M.R., Qian B., Scanlon IV W.J. 216th ACS National Meeting, Boston, MA, August 23-27 :1998;American Chemical Society, Washington, DC. Abstracts of papers (no. INOR 3).
18. 2. Hereafter, we will use this nomenclature since it highlights the relationship to the acetylacetonate (acac) ligand and avoids confusion with the accepted designator for the tetratolylporphyrin ligand. We thank a referee for making this suggestion.
19. Qian B., Ward D.L., Smith M.R. III. Organometallics. 17:1998;3070.
20. Wrackmeyer B. Annu. Rep. NMR Spectrosc. 20:1988;61.
21. Kuhn N., Kuhn A., Speis M., Bläser D., Boese R. Chem. Ber. 123:1990;1301.
22. Treibs A., Kreuzer F.H. Justus Leibigs Ann. Chem. 718:1968;208.
23. Picou C.L., Stevens E.D., Shah M., Boyer J.H. Acta Crystallogr., Sect. C. 46:1990;1148.
24. 13C NMR.
25. Martin A., Uhrhammer R., Gardner T.G., Jordan R.F. Organometallics. 17:1998;382.
26. Schmid G., Polk M., Boese R. Inorg. Chem. 29:1990;4421.
27. Nöth H., Vahrenkamp H. Chem. Ber. 99:1966;1049.
28. Fryzuk M.D., Giesbrecht G.R., Olovsson G., Rettig S.J. Organometallics. 15:1996;4832.
29. Lanza G., Fragala I.L., Marks T.J. See, for leading references regarding ion-pairing of tetraorganoborate ions. J. Am. Chem. Soc. 120:1998;8257.
30. Siedle A.R. Annu. Rep. NMR Spectrosc. 12:1982;177.
31. Yang X., Stern C.L., Marks T.J. J. Am. Chem. Soc. 116:1994;10015.
32. + in compound 5 probably contributes to deshielding of the methine. Although the chemical shifts of pyridine are not perturbed significantly upon protonation [33] the methine proton of the pyridine adduct 6 resonates at an intermediate value (δ 5.76) between those for methine protons in 4a and 5.
33. Gottlieb H.E., Kotlyar V., Nudelman A.J. Org. Chem. 1:1997;7512.
34. Lukevits É., Trushule M., Zarinya D., Ignatovich L.M., Liepin'sh E. J. Gen. Chem. USSR (Engl. Transl.). 51:1981;685.
35. 2M counterpart is a four-electron π-system. Thus, the diketiminate system may be sufficiently stabilized that olefin coordination is unfavorable.
36. Jordan and co-workers have recently shown that aluminum diketiminate alkyl cations do not polymerize ethylene [14]. Instead, reversible cycloaddition of ethylene forming Al-C and diketiminate C-C bonds was observed.
37. We also attempted to abstract a methyl group to form two-coordinate boron from 2, but this reaction was complicated.
38. Massey A.G., Park A.J. J. Organomet. Chem. 2:1964;245.
39. ©1994-1996.