The first isolation and structural characterization of a lanthanoid-imine azametallacyclopropane complex, [Yb(η2-Ph2CNPh)(hmpa)3]

Organometallics

Volumn 15, Issue 26, 1996, Pages 5476-5478

  Makioka, Yoshikazu ^a   Taniguchi, Yuki ^a   Fujiwara, Yuzo ^a   Takaki, Ken ^b   Hou, Zhaomin ^c   Wakatsuki, Yasuo ^c  

^a KYUSHU UNIVERSITY   (Japan)

^b HIROSHIMA UNIVERSITY   (Japan)

^c INST OF PHYS AND CHEMICAL RESEARCH   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001465345     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om960900h     Document Type: Article

References (41)

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2. Reactions of early-transition-metal-imine complexes formed in situ: (a) Honda, T.; Satoh, S.-I.; Mori, M. Organometallics 1995, 14, 1548. (b) Coles, N.; Harris, M. C. J.; Whitby, R. J.; Blagg, J. Organometallics 1994, 33, 190. (c) Ito, H.; Taguchi, T.; Hanzawa, Y. Tetrahedron Lett. 1992, 33, 4469. (d) Grossman, R. B.; Davis, W. M.; Buchwald, S. L. J. Am. Chem. Soc. 1991, 113, 2321. (e) Jensen, M.; Livinghouse, T. J. Am. Chem. Soc. 1989, 111, 4495. (f) Roskamp, E. J.; Pedersen, S. F. J. Am. Chem. Soc. 1987, 109, 6551. (g) Wolczanski, P. T.; Bercaw, J. E. J. Am. Chem. Soc. 1979, 101, 6450.
3. Reactions of early-transition-metal-imine complexes formed in situ: (a) Honda, T.; Satoh, S.-I.; Mori, M. Organometallics 1995, 14, 1548. (b) Coles, N.; Harris, M. C. J.; Whitby, R. J.; Blagg, J. Organometallics 1994, 33, 190. (c) Ito, H.; Taguchi, T.; Hanzawa, Y. Tetrahedron Lett. 1992, 33, 4469. (d) Grossman, R. B.; Davis, W. M.; Buchwald, S. L. J. Am. Chem. Soc. 1991, 113, 2321. (e) Jensen, M.; Livinghouse, T. J. Am. Chem. Soc. 1989, 111, 4495. (f) Roskamp, E. J.; Pedersen, S. F. J. Am. Chem. Soc. 1987, 109, 6551. (g) Wolczanski, P. T.; Bercaw, J. E. J. Am. Chem. Soc. 1979, 101, 6450.
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5. Reactions of early-transition-metal-imine complexes formed in situ: (a) Honda, T.; Satoh, S.-I.; Mori, M. Organometallics 1995, 14, 1548. (b) Coles, N.; Harris, M. C. J.; Whitby, R. J.; Blagg, J. Organometallics 1994, 33, 190. (c) Ito, H.; Taguchi, T.; Hanzawa, Y. Tetrahedron Lett. 1992, 33, 4469. (d) Grossman, R. B.; Davis, W. M.; Buchwald, S. L. J. Am. Chem. Soc. 1991, 113, 2321. (e) Jensen, M.; Livinghouse, T. J. Am. Chem. Soc. 1989, 111, 4495. (f) Roskamp, E. J.; Pedersen, S. F. J. Am. Chem. Soc. 1987, 109, 6551. (g) Wolczanski, P. T.; Bercaw, J. E. J. Am. Chem. Soc. 1979, 101, 6450.
6. Reactions of early-transition-metal-imine complexes formed in situ: (a) Honda, T.; Satoh, S.-I.; Mori, M. Organometallics 1995, 14, 1548. (b) Coles, N.; Harris, M. C. J.; Whitby, R. J.; Blagg, J. Organometallics 1994, 33, 190. (c) Ito, H.; Taguchi, T.; Hanzawa, Y. Tetrahedron Lett. 1992, 33, 4469. (d) Grossman, R. B.; Davis, W. M.; Buchwald, S. L. J. Am. Chem. Soc. 1991, 113, 2321. (e) Jensen, M.; Livinghouse, T. J. Am. Chem. Soc. 1989, 111, 4495. (f) Roskamp, E. J.; Pedersen, S. F. J. Am. Chem. Soc. 1987, 109, 6551. (g) Wolczanski, P. T.; Bercaw, J. E. J. Am. Chem. Soc. 1979, 101, 6450.
7. Reactions of early-transition-metal-imine complexes formed in situ: (a) Honda, T.; Satoh, S.-I.; Mori, M. Organometallics 1995, 14, 1548. (b) Coles, N.; Harris, M. C. J.; Whitby, R. J.; Blagg, J. Organometallics 1994, 33, 190. (c) Ito, H.; Taguchi, T.; Hanzawa, Y. Tetrahedron Lett. 1992, 33, 4469. (d) Grossman, R. B.; Davis, W. M.; Buchwald, S. L. J. Am. Chem. Soc. 1991, 113, 2321. (e) Jensen, M.; Livinghouse, T. J. Am. Chem. Soc. 1989, 111, 4495. (f) Roskamp, E. J.; Pedersen, S. F. J. Am. Chem. Soc. 1987, 109, 6551. (g) Wolczanski, P. T.; Bercaw, J. E. J. Am. Chem. Soc. 1979, 101, 6450.
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10. 2 or alkali metals under aprotic conditions: (a) Imamoto, T.; Nishimura, S. Chem. Lett. 1990, 1141. (b) Mehrotra, K. N.; Giri, B. P. Synthesis 1977, 489. (c) Mikhailov, B. M.; Kurdyumova, K. N. Zh. Obshch. Khim. 1958, 28, 355; Chem. Abstr. 1958, 52, 13685.
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22. 2C=NPh (514 mg, 2.0 mmol), and the mixture was stirred at room temperature for 4 h to give a red-black suspension. The suspension was moved into another Schlenk tube to remove the unreacted ytterbium metal. A red-black solution was obtained by heating the suspension under reflux, which was allowed to stand at room temperature to precipitate red-black needles. The complex 1 (860 mg, 0.889 mmol, 44.5%) was isolated by removing the solvent followed by drying the needles in vacuo.
23. 2C=NPh complexes containing other ligands such as 1,3-dimethyl-2-imidaZolidinone and pyridine.
24. 3Yb: C, 45.91; H, 7.18; N, 14.47. Found: C, 45.58; H, 7.20; N, 14.31.
25. 2. Data were collected on a Mac Science MXC3K diffractometer (20 °C, Mo Kα radiation, graphite monochromator, λ = 0.710 69 Å, ω-2θ scan, 2° ≤ θ ≤ 27.5°) and were corrected for absorption effects. Structures were solved by direct methods using SIR92 in the CRYSTAN-GM software package. Refinements were performed anisotropically by the block-diagonal least-squares method.
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35. 2CDNHPh in quantitative yield and 94% deuterium incorporation.
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