Heterochiral triangulo nickel complex as evidence of a large positive nonlinear effect in catalysis

Inorganic Chemistry

Volumn 47, Issue 3, 2008, Pages 781-783

  Fossey, John S ^a   Matsubara, Ryosuke ^b   Kiyohara, Hiroshi ^b   Kobayashi, Shu ^b  

^a University of Bath Claverton Down   (United Kingdom)

^b UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

NICKEL;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; X RAY CRYSTALLOGRAPHY;

CATALYSIS; CRYSTALLOGRAPHY, X-RAY; MODELS, MOLECULAR; NICKEL; STEREOISOMERISM;

EID: 39749193985     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic7017727     Document Type: Article

References (16)

1. Matsubara, R.; Vital, P.; Nakamura, Y.; Kiyohara, H.; Kobayashi, S. Tetrahedron 2004, 60, 9769-9784.
2. Matsubara, R.; Nakamura, Y.; Kobayashi, S. Angew. Chem., Int. Ed. 2004, 43, 3258-3260.
3. Matsubara, R.; Nakamura, Y.; Kobayashi, S. Angew. Chem., Int. Ed. 2004, 43, 1679-1681.
4. Fossey, J. S.; Matsubara, R.; Vital, P.; Kobayashi, S. Org. Biomol. Chem. 2005, 3, 2910-2913.
5. Kiyohara, H.; Matsubara, R.; Kobayashi, S. Org. Lett. 2006, 8, 5333-5335.
6. Bull, S. D.; Davies, S. G.; Epstein, S. W.; Leech, M. A.; Ouzman, J. V. A. J. Chem. Soc., Perkin Trans. 1 1998, 2321-2330.
7. Pelz, K. A.; White, P. S.; Gagné, M. R. Organometallics 2004, 23, 3210-3217.
8. Pelz et al. detailed the first example of chiral only at nitrogen coordination complexes displaying stable central chirality in the absence of other forms of stereocontrol (coordinational chirality); these workers showed that coordinationally chiral nitrogen could impart asymmetry in catalysis and elegantly demonstrated the survival of stereochemical information. Johansson et al. have more recently examined potential chirality by coordination diamine complexes of Co, Ni, Cu, and Zn.
9. Johansson, A.; Wingstrand, E.; Håkansson, M. Inorg. Chim. Acta 2005, 358, 3293-3302.
10. Pelz, K. A.; Gagné, M. R. Abstr. Pap. Am. Chem. Soc. 2003, 226, U754-U754.
11. Racemic nickel(II) bromide complex 7a was obtained in up to 98% crude yield as a single enantiomer; recrystallized material was stable to ambient conditions, handled in air, and stored in a desiccator.
12. We found that racemic complexes provided better quality crystals; XRD data in this report were obtained from analogously prepared racemic complexes.
13. Handley, D. A.; Hitchcock, P. B.; Leigh, G. J. Inorg. Chim. Acta 2001, 314, 1-13.
14. Sacconi, L.; Bertini, I.; Mani, F. Inorg. Chem. 1967, 6, 262-267.
15. Jiang, Y.-B.; Kou, H.-Z.; Wang, R.-J.; Cui, A.-L.; Ribas, J. Inorg. Chem. 2005, 44, 709-715.
16. 4 we suggested that the origin of the large positive nonlinear effect that we observed for the same reaction with a differently derived catalyst might be due to heterochiral interactions at one metal or between more than one metal and speculated a 2:1 heterochiral interaction might be important.