Iron(II) complexes bearing tridentate PNP pincer-type ligands as catalysts for the selective formation of 3-hydroxyacrylates from aromatic aldehydes and ethyldiazoacetate

Organometallics

Volumn 26, Issue 1, 2007, Pages 217-222

  Benito Garagorri, David ^a   Wiedermann, Julia ^a   Pollak, Martin ^a   Mereiter, Kurt ^a   Kirchner, Karl ^a  

^a VIENNA UNIVERSITY OF TECHNOLOGY   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; CATALYST SELECTIVITY; COMPLEXATION; LOW TEMPERATURE OPERATIONS; MOLECULAR STRUCTURE; REACTION KINETICS;

AROMATIC ALDEHYDES; CHEMOSELECTIVE; ETHYLDIAZOACETATE; PNP PINCER TYPE LIGANDS;

IRON COMPOUNDS;

EID: 33846223442     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om060802o     Document Type: Article

References (30)

1. (a) Holmquist, C. R.; Roskamp, E. J. J. Org. Chem. 1989, 54, 3258.
2. (b) Holmquist, C. R.; Roskamp, E. J. Tetrahedron Lett. 1992, 33, 1131.
3. (a) Padwa, A.; Hornbuckle, S. F.; Zhang, Z.; Zhi, L. J. Org. Chem. 1990, 55, 5297.
4. (b) Sudrik, S. G.; Balaji, B. S.; Singh, A. P.; Mitra, R. B.; Sonawane, H. R. Synlett 1996, 369.
5. Nomura, K.; Iida, T.; Hori, K.; Yoshii, E. J. Org. Chem. 1994, 59, 488.
6. (a) Mahmood, S. J.; Hossain, M. M. J. Org. Chem. 1998, 63, 3333.
7. (b) Mahmood, S. J.; Brennan, C.; Hossain, M. M. Synthesis 2002, 1807.
8. Dudley, M. E.; Morshed, Md. Monzur; Brennan, C. L.; Islam, M. S.; Ahmad, M. S.; Atuu, M.-R.; Branstetter, B.; Hossain, M. M. J. Org. Chem. 2004, 69, 7599.
9. Dudley, M. E.; Morshed, M. M.; Hossain, M. M. Synthesis 2006, 10, 1711.
10. Kanemasa, S.; Kanai, T.; Araki, T.; Wada, E. Tetrahedron Lett. 1999, 40, 5055.
11. Benito-Garagorri, D.; Becker, E.; Wiedermann, J.; Laekner, W.; Pollak, M.; Mereiter, K.; Kisala, J.; Kirchner, K. Organometallics 2006, 25, 1900.
12. (a) Albrecht, M.; van Koten, G. Angew. Chem. 2001, 113, 3866;
13. Angew. Chem. Int. Ed. 2001, 40, 3750.
14. (b) van der Boom, M. E.; Milstein, D. Chem. Rev. 2003, 103, 1759.
15. (c) Rybtchinski, B.; Milstein, D. Angew. Chem. 1999, 111, 918;
16. Angew. Chem. Int. Ed. 1999, 38, 870.
17. Singleton, J. T. Tetrahedron 2003, 59, 1837.
18. (e) Vigalok, A.; Milstein, D. Acc. Chem. Res. 2001, 34, 798.
19. (f) Milstein, D. Pure Appl. Chem. 2003, 75, 2003.
20. (g) Jensen, C. M. Chem. Commun. 1999, 2443.
21. Zhang, J.; Gandelman, M.; Herrman, D.; Leitus, G.; Shimon, L. J. W.; Ben-David, Y.; Milstein, D. Inorg. Chim. Acta 2006, 359, 1955.
22. O'Reilly, R. K.; Gibson, V. C.; White, A. J. P.; Williams, D. J. Polyhedron 2004, 23, 2921.
23. Britovsek, G. J. P.; Gibson, V. C.; Mastroianni, S.; Oakes, D. C. H.; Redshaw, C.; Solan, G. A.; White, A. J. P.; Williams, D. J. Eur. J. Inorg. Chem. 2001, 431.
24. Small, B. L.; Brookhart, M.; Bennett, A. M. A. J. Am. Chem. Soc. 1998, 120, 4049.
25. Kündig, E. P.; Saudan, C. M.; Bernardinelli, G. Angew, Chem., Int. Ed. 1999, 38, 1219.
26. (a) Maruoka, K.; Nagahara, S.; Ooi, T.; Yamamoto, H. Tetrahedron Lett. 1989, 30, 5607.
27. (b) Miyashita, A.; Shimada, T.; Sugawara, A.; Nohira, H. Chem. Lett. 1986, 1323.
28. Perrin, D. D.; Armarego, W. L. F. Purification of Laboratory Chemicals, 3rd ed.; Pergamon: New York, 1988.
29. Bruker programs: SMART, version 5.629; SAINT, version 6.45; SADABS, version 2.10; SHELXTL, version 6.14; Bruker AXS Inc.: Madison, WI, 2003.
30. Sheldrick, G. M. SHELX97, Program System for Crystal Structure Determination; University of Göttingen: Göttingen, Germany, 1997.