(R/S)A2- or (R,S/S,R)p,p′- [Pd(κ2-P,P-{P(OC6H3But 2-2,4)2N(Me)C(O)N(Me)PPh2}Cl2]: Chirality created by ring tilting

Inorganic Chemistry

Volumn 43, Issue 21, 2004, Pages 6543-6545

  Kuhl, Olaf ^a,b   Blaurock, Steffen ^c  

^a Institut fur Chemie und Biochemie   (Germany)

^b UNIVERSITY OF LEIPZIG   (Germany)

^c DRESDEN UNIVERSITY OF TECHNOLOGY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

LIGAND; UREA DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHIRALITY; COMPLEX FORMATION; CRYSTAL STRUCTURE; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; X RAY DIFFRACTION;

EID: 6344291447     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic049222e     Document Type: Article

References (30)

1. Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, 1999.
2. (a) Cahn, R. S.; Ingold, C. K. J. Chem. Soc. 1951, 612.
3. (b) Cahn, R. S.; Ingold, C. K.; Prelog, V. Experienta 1956, 12, 81.
4. (c) Cahn, R. S.; Ingold, C. K.; Prelog, V. Angew. Chem. 1966, 78, 413.
5. (d) Prelog, V.; Helmchen, G. Angew. Chem. 1982, 94, 614.
6. (a) Paiaro, G.; Panunzi, A. J. Am. Chem. Soc. 1964, 86, 5148.
7. (b) Flood, T. C.; Campbell, K. D.; Downs, H. H.; Nakanishi, S. Organometallics 1983, 2, 1590.
8. Bringmann, G.; Menche, D. Acc. Chem. Res. 2001, 34, 615.
9. Salzer, A. Coord. Chem. Rev. 2003, 242, 59.
10. Hauptmann, S. Organische Chemie; Deutscher Verlag für Grundstoffindustrie: Leipzig, 1985.
11. (a) Sumby, C. J.; Steel, P. J. Organometallics 2003, 22, 2358.
12. (b) Fekner, T.; Gallucci, J.; Chan, M. K. J. Am. Chem. Soc. 2004, 126, 223.
13. (c) Fekner, T.; Gallucci, J.; Chan, M. K. Org. Lett. 2004, 6, 989.
14. 2Pd (962.44): C 58.65, H 6.91, N 2.92. Found: C 58.23, H 7.12, N 2.76.
15. Crystallographic study (215 K): a = 1100.4(2) pm, b = 1232.3(2) pm, c = 1909.2(3) pm, α = 104.548(3)°, β = 99.170(3)°, γ = 91.801(3)°, with Z = 2 in the triclinic space group P1. R(int) = 0.0214, R1 = 0.0595, wR2 = 0.1253 for 14310 unique reflections. All hydrogen atoms were found and refined. Absorption correction was performed with SADABS.
16. Sheldrick, G. M. SADABS, A Program for Empirical Absorption Correction; University of Göttingen: Göttingen, Germany, 1998.
17. SHELXTL PLUS, XS, Program for Crystal Structure Solution, XL, Program for Crystal Structure Determination, XP, Interactive Molecular Graphics; Siemens Analytical X-ray Institute Inc.: Madison, WI, 1990.
18. Farugia, L. J. J. Appl. Crystallogr. 1999, 32, 837.
19. Slawin, A. M. Z.; Wainwright, M.; Woollins, J. D. Dalton Trans. 2001, 2724 and references therein.
20. (a) Reddy, V. S.; Katti, K. V.; Barnes, C. L. Inorg. Chem. 1995, 34, 5483.
21. (b) Slawin, A. M. Z.; Wainwright, M.; Woollins, J. D. Dalton Trans. 2002, 513.
22. (c) Korostylev, A. V.; Bondarev, O. G.; Lyubimov, S. Y.; Kovalevski, A. Y.; Petrovskii, P. V.; Davankov, A. V.; Gavrilov, K. N. Inorg. Chim. Acta 2000, 303, 1.
23. (d) Wong, E. H.; Sun, X.; Gabe, E. J.; Lee, F. L.; Charland, J.-P. Organometallics 1991, 10, 3010.
24. (e) Arduengo, A. J., III; Dias, H. V. R.; Calabrese, J. C. Phosphorus, Sulfur Silicon Relat. Elem. 1994, 87, 1.
25. Kühl, O. Dalton Trans. 2003, 949.
26. (a) Kühl, O.; Junk, P. C.; Hey-Hawkins, E. Z. Anorg. Allg. Chem. 2000, 626, 1591.
27. (b) Kühl, O.; Langel, W. Inorg. Chem. Commun. 2003, 6, 74.
28. Suarez, A.; Mendez-Rojas, M. A.; Pizzano, A. Organometallics 2002, 21, 4611.
29. Following the CIP rules strictly, Cl would take priority over P, and in the present case p′ would be R. As both Cl atoms have identical priority, p′ could not be determined unambiguously if one of the P-Pd-Cl angles exceeds 180°. Therefore, endocyclic ordering was preferred.
30. Zubiri, M. R. I.; Woollins, J. D. Comments Inorg. Chem. 2003, 24, 189.