Stereoselective induction in the synthesis of [Pd((R,S)-dmphea)((R,S)-dppmYCOR)](ClO4) derivatives. X-ray crystal structure of [Pd((R)-dmphea) ((R)-dppmYCO2Me)](ClO4)·CHCl3

New Journal of Chemistry

Volumn 21, Issue 8, 1997, Pages 909-917

  Falvello, Larry R ^a   Fernández, Susana ^a   Navarro, Rafael ^a   Urriolabeitia, Esteban P ^a  

^a Instituto de Nanociencia y Materiales de Aragón   (Spain)

Author keywords

Chelated ylide; Circular dichroism; Enantiomers; Ortho metallated; Palladium; Stereoselectivity; X ray structure

Indexed keywords

EID: 0001395110     PISSN: 11440546     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (43)

1. Johnson A. W., Kaska W. C., Starzewski K. A. O., Dixon D. A., Ylides and Imines of Phosphorous, Wiley, New York, 1993, Chapter 14 and references given therein.
2. (a) Nishiyama H., Itoh K., Ishii Y., J. Organomet. Chem., 1975, 87, 129.
3. (b) Weleski E. T., Silver J. L., Jansson M. D., Burmeister J. L., J. Organomet. Chem., 1975, 102, 365.
4. (c) Bravo P., Fronza G., Ticozzi C., J. Organomet. Chem., 1976, 111, 361.
5. (d) Koezuka H., Matsubayashi G., Tanaka T., Inorg. Chem., 1976, 15, 417.
6. (e) Fronza G., Bravo P., Ticozzi C., J. Organomet. Chem., 1978, 157, 299.
7. (f) Onishi M., Ohama Y., Hiraki K., Shintani H., Polyhedron, 1982, 1, 539.
8. (g) Facchin G., Bertani R., Calligaris M., Nardin G., Mari M., J. Chem. Soc., Dalton Trans., 1987, 1381.
9. (h) Albanese J. A., Rheingold A. L., Burmeister J. L., Inorg. Chim. Acta, 1988, 150, 213.
10. (i) Vicente J., Chicote M. T., Fernández-Baeza J., J. Organomet. Chem., 1989, 364, 407.
11. (j) Facchin G., Bertani R., Zanotto L., Calligaris M., Nardin G., J. Organomet. Chem., 1989, 366, 409.
12. (k) Vicente J., Chicote M. T., Lagunas M. C., Jones P. G., J. Chem. Soc., Dalton Trans., 1991, 2579;
13. (l) Kalyanasundari M., Panchanatheswaran K., Robinson W. T., Wen H., J. Organomet. Chem., 1995, 491, 103.
14. (a) Buckle J., Harrison P. G., King T. J., Richards J. A., J. Chem. Soc., Chem. Commun., 1972, 1104.
15. (b) Buckle J., Harrison P. G., J. Organomet. Chem., 1973, 49, C17.
16. (c) Kawafune I., Matsubayashi G., Inorg. Chim. Acta, 1983, 70, 1.
17. (d) Usón R., Forniés J., Navarro R., Espinet P., Mendivil C., J. Organomet. Chem., 1985, 290, 125.
18. (e) Albanese J. A., Staley D. A., Rheingold A. L., Burmeister J. L., Inorg. Chem., 1990, 29, 2209.
19. (a) Oosawa Y., Urabe H., Saito T., Sasaki Y., J. Organomet. Chem., 1976, 122, 113, and references therein.
20. (b) Usón R., Forniés J., Navarro R., Ortega A. M., J. Organomet. Chem., 1987, 334, 389.
21. (c) Lin I. J. B., Shy H. C., Liu C. W., Liu L.-K., Yeh S.-K., J. Chem. Soc., Dalton Trans., 1990, 2509.
22. Usón R., Laguna A., Laguna M., Lázaro I., Jones P. G., Organometallics, 1987, 6, 2326.
23. Gimeno M. C., Jones P. G., Laguna A., Villacampa M. D., J. Chem. Soc., Dalton Trans., 1995, 805.
24. (a) Arlen C., Pfeffer M., Bars O., Le Borgne G., J. Chem. Soc., Dalton Trans., 1986, 359.
25. (b) Braunstein P., Matt D., Dusausoy Y., Fischer J., Mitschler A., Ricard L., J. Am. Chem. Soc., 1981, 103, 5115.
26. (a) Braunstein P., Matt D., Nobel D., Bouaoud S., Grandjean D., J. Organomet. Chem., 1986, 301, 401.
27. (b) Bookham J. L., McFarlane W., J. Chem. Soc., Chem. Commun., 1993, 1352.
28. (a) Cahn R. S., Ingold C., Prelog V., Angew. Chem. Int. Ed. Engl., 1966, 5, 385.
29. (b) Stanley K., Baird M. C., J. Am. Chem. Soc., 1975, 97, 6598.
30. (c) Sloan T. E., Top. Stereochem., 1981, 12, 1.
31. Similar arguments have been invoked by other authors in similar situations: see Attar S., Nelson J. H., Fischer J., deCian A., Sutter J. P., Pfeffer M., Organometallics, 1995, 14, 4559.
32. 3, Z = 4. Refinement proceeded to R1 = 0.0916, wR2 = 0.1567, G.O.F. = 1.088 for 504 parameters, 286 restraints, and 3800 data. Experimental details are available as Supplementary material.
33. Chooi S. Y. M., Tan M. K., Leung P.-H., Mok K. F., Inorg. Chem., 1994, 33, 3096.
34. (a) Allen D. G., McLaughlin G. M., Robertson G. B., Steffen W. L., Salen G., Wild S. B., Inorg. Chem., 1982, 21, 1007.
35. (b) Leung P. H., Martin J. W. L., Wild S. B., Inorg. Chem., 1986, 25, 3392.
36. (c) Martin J. W. L., Palmer J. A. L., Wild S. B., Inorg. Chem., 1984, 23, 2664.
37. (d) Martin J. W. L., Stephens F. S., Weerasuria K. D. W., Wild S. B., J. Am. Chem. Soc., 1988, 110, 4346.
38. (e) Leung P. H., Willis A. C., Wild S. B., Inorg. Chem., 1992, 31, 1406.
39. (a) Sokolov V. I., Chirality and Optical Activity in Organometallic Compounds, Gordon and Breach, New York, 1990.
40. (b) Brunner H., Adv. Organomet. Chem., 1980, 18, 151.
41. Agaskar P. A., Cotton F. A., Falvello L. R., Han S., J. Am. Chem. Soc., 1986, 108, 1214 and references therein.
42. Cope A. C., Friedrich E. C., J. Am. Chem. Soc., 1968, 90, 909.
43. Navarro R., García J., Urriolabeitia E. P., Cativiela C., Díaz-de-Villegas M. D., J. Organomet. Chem., 1995, 490, 35 and references therein.