Reaction of 16-electron ruthenium and iridium amide complexes with acidic alcohols: Intramolecular C-H bond activation and the isolation of cyclometalated complexes

Organometallics

Volumn 24, Issue 4, 2005, Pages 724-730

  Koike, Takashi ^a   Ikariya, Takao ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; CHEMICAL BONDS; COMPLEXATION; IRIDIUM COMPOUNDS; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION KINETICS; RUTHENIUM COMPOUNDS;

LIGANDS; METALLACYCLE REACTIONS; PHENOXIDES; SPECTROSCOPIC DATA;

ORGANOMETALLICS;

EID: 14544308809     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om049205x     Document Type: Article

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31. For reviews of cyclometalation, see for example: (a) Dehand, M.; Pfeffer, M. Coord. Chem. Rev. 1976, 18, 327-352. (b) Omae, I. Coord. Chem. Rev. 1988, 83, 137-167. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403-424. (d) van der Boom, M. E.; Milstein, D. Chem. Rev. 2003, 103, 1759-1792. For cyclometalation of half-sandwich complexes, see: (e) Davies, D. L.; Al-Duaij, O.; Fawcett, J.; Giardiello, M.; Hilton, S. T.; Russell, D. R. Dalton Trans. 2003, 4132-4138. The references of the related cyclometalated complexes are reported in this paper.
32. For reviews of cyclometalation, see for example: (a) Dehand, M.; Pfeffer, M. Coord. Chem. Rev. 1976, 18, 327-352. (b) Omae, I. Coord. Chem. Rev. 1988, 83, 137-167. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403-424. (d) van der Boom, M. E.; Milstein, D. Chem. Rev. 2003, 103, 1759-1792. For cyclometalation of half-sandwich complexes, see: (e) Davies, D. L.; Al-Duaij, O.; Fawcett, J.; Giardiello, M.; Hilton, S. T.; Russell, D. R. Dalton Trans. 2003, 4132-4138. The references of the related cyclometalated complexes are reported in this paper.
33. For reviews of cyclometalation, see for example: (a) Dehand, M.; Pfeffer, M. Coord. Chem. Rev. 1976, 18, 327-352. (b) Omae, I. Coord. Chem. Rev. 1988, 83, 137-167. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403-424. (d) van der Boom, M. E.; Milstein, D. Chem. Rev. 2003, 103, 1759-1792. For cyclometalation of half-sandwich complexes, see: (e) Davies, D. L.; Al-Duaij, O.; Fawcett, J.; Giardiello, M.; Hilton, S. T.; Russell, D. R. Dalton Trans. 2003, 4132-4138. The references of the related cyclometalated complexes are reported in this paper.
34. For reviews of cyclometalation, see for example: (a) Dehand, M.; Pfeffer, M. Coord. Chem. Rev. 1976, 18, 327-352. (b) Omae, I. Coord. Chem. Rev. 1988, 83, 137-167. (c) Ryabov, A. D. Chem. Rev. 1990, 90, 403-424. (d) van der Boom, M. E.; Milstein, D. Chem. Rev. 2003, 103, 1759-1792. For cyclometalation of half-sandwich complexes, see: (e) Davies, D. L.; Al-Duaij, O.; Fawcett, J.; Giardiello, M.; Hilton, S. T.; Russell, D. R. Dalton Trans. 2003, 4132-4138. The references of the related cyclometalated complexes are reported in this paper.
35. This cyclometalation proceeds cleanly with high selectively.
36. An X-ray crystallographic analysis of the metallacycle 1b was performed. In Figure 1, there are omissions of the crystal solvent and the other molecule of the same structure. Crystallographic data and structure refinement parameters of complex 1b are shown in Table 1. All hydrogen atoms were calculated from ideal geometries. See Supporting Information.
37. An X-ray crystallographic analysis of the metallacycle 2b was performed (see Supporting Information). Crystallographic data and structure refinement parameters of the complex 2b are shown in Table 1.
38. An X-ray crystallographic analysis of the metallacycles 3b and 3c was performed. In Figure 2 (upper view), the crystal solvent and the other type of metallacycle 3c are omitted. Crystallographic data and structure refinement parameters of the complexes 3b and 3c are shown in Table 1. All hydrogen atoms were calculated from ideal geometries. See Supporting Information.
39. An X-ray crystallographic analysis of the metallacycle 3c was performed. In Figure 2 (bottom view), the crystal solvent is omitted. Crystallographic data and structure refinement parameters of complex 3c are shown in Table 1. All hydrogen atoms were calculated from ideal geometries. See Supporting Information.
40. 2) = 0.095 (0.249) for 9967 observed reflections (I > 3.00(I)). All hydrogen atoms were calculated from ideal geometries. See Supporting Information.
41. 2) = 0.078 (0.182) for 3704 observed reflections (I > 3.00(I)). All hydrogen atoms were calculated from ideal geometries. See Supporting Information.
42. An X-ray crystallographic analysis of the metallacycle 5b was performed. Crystallographic data and structure refinement parameters of complex 5b are shown in Table 1. All hydrogen atoms were calculated from ideal geometries. See Supporting Information.
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