Conditions for chiral asymmetry generation in the preparation of the chiral octahedral cobalt complex

Chirality

Volumn 13, Issue 8, 2001, Pages 435-440

  Asakura, Kouichi ^a   Osanai, Shuichi ^a   Kondepudi, Dilip K ^a  

^a KEIO UNIVERSITY   (Japan)

Author keywords

Chiral asymmetry generation; Chiral autocatalysis; Clustering; Far from equilibrium; High degree of supersaturation; Octahedral cobalt complex

Indexed keywords

COBALT COMPLEX;

CATALYSIS; CHEMICAL REACTION; CHIRALITY; CONCENTRATION (PARAMETERS); CONFERENCE PAPER; DIFFUSION; ENANTIOMER; PRIORITY JOURNAL; SYNTHESIS;

EID: 0034908883     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/chir.1058     Document Type: Conference Paper

References (28)

1. Mason SF. Origins of biomolecular handedness. Nature 1984;311:19-23.
2. Hegstrom R, Kondepudi DK. The handedness of the universe. Sci Am 1990;262:108-115.
3. Bonner WA. Origins of chiral homogeneity in nature. Top Stereochem 1991;18:1-96.
4. Frank FC. On spontaneous asymmetric synthesis. Biochem Biophys Acta 1953;11:459-463.
5. Calvin M. Chemical evolution. Oxford: Oxford University Press; 1969.
6. Kondepudi DK, Kaufman R, Singh N. Chiral symmetry breaking in sodium chlorate crystallization. Science 1990;250:975-976.
7. Soai K, Shibata T, Morioka H, Choji K. Asymmetric autocatalysis and amplification of enantiomeric excess of a chiral molecule. Nature 1995; 378:767-768.
8. Havinga E. Spontaneous formation of optically active substances. Biochem Biophys 1954;13:171-174.
9. Powell HM. New procedures for reaction of racemic substances. Nature 1952;170:155-155.
10. Green BS, Lahav M. Crystallization and solid-state reaction as a route to asymmetric synthesis from achiral starting materials. J Mol Evol 1975;6:99-115.
11. Okada Y, Takebayashi M, Hashimoto M, Kasuga S, Sato S, Tamura C. Formation of optically active compounds under achiral synthetic conditions. J Chem Soc Chem Commun 1983;784-785.
12. Pincock RE, Perkins RR, Ma AS, Wilson KR. Probability distribution of enantiomorphous forms in spontaneous generation of optically active substances. Science 1971;174:1018-1020.
13. Asakura K, Kobayashi K, Mizusawa Y, Ozawa T, Osanai S, Yoshikawa S. Generation of an optically active octahedral cobalt complex by a chiral autocatalysis. Physica D 1995;84:72-78.
14. Asakura K, Inoue K, Osanai S, Kondepudi DK. Formation of the intermediate, aquohydroxobis(ethylenediamine)cobalt(III) complex, in the preparation of cis-bromoamminebis(ethylenediamine)cobalt(III) bromide by the reaction of bis[bis(ethylenediamine)cobalt(III)-μ-dihydroxo]diaquocobalt(II) sulfate with ammonium bromide in water. J Coord Chem 1998;46:159-164.
15. Asakura K, Kondepudi DK, Martin R. Mechanism of chiral asymmetry generation by chiral autocatalysis in the preparation of chiral octahedral cobalt complex. Chirality 1998;10:343-348.
16. Asakura K, Ikumo A, Kurihara K, Osanai S, Kondepudi DK. Random chiral asymmetry generation by chiral autocatalysis in a far-from-equilibrium reaction system. J Phys Chem A 2000;104:2689-2694.
17. Brown DD, Ingold CK, Nylom RS. Mechanism, kinetics, and stereochemistry of octahedral substitutions. I. Edge-displacement as a hypothesis linking mechanism with stereochemistry of substitution. J Chem Soc 1953;2673-2680.
18. Kruse W, Taube H. Exchange and isomerization rate of complex ions of the aquobis-(ethylenediamine)-cobalt(III) series. J Am Chem Soc 1961;83:1280-1284.
19. n+ ions. Inorg Chem 1969;8:2780-2783.
20. Buckingham DA, Olsen II, Sargeson AM. Competition studies and the stereochemistry for the base hydrolysis and induced aquation of some acidoamminebis(ethylenediamine)cobalt (III) ions. J Am Chem Soc 1968;90:6654-6659.
21. Collet A, Brienne ML Jacques J. Optical resolution by direct crystallization of enantiomer mixture. Chem Rev 1980;80:215-230.
22. 589-L-amminebromobis(ethylenediamine)cobalt(III) dibromide. Act Cryst C 1997;53:216-217.
23. Randolph AD, Larson MD. Theory of particulate processes, 2nd ed. San Diego: Academic Press; 1988.
24. Epstein IR, Nagypál I. Stochastic behavior in macroscopic chemical systems. In: Gray P, Nicolis G., Baras F, Borckmans P, Scott SK, editors. Spatial inhomogeneities and transient behavior in chemical kinetics. Manchester: Manchester Univ Press; 1990. p 461.
25. Sagués F, Ramirez-Piscina L, Sancho JM. Stochastic dynamics of the chlorite-iodide reaction. J Chem Phys 1990;92:4786-4792.
26. Epstein IR. The consequence of imperfect mixing in autocatalytic chemical and biological systems. Nature 1995;374:321-327.
27. Nagypál I, Epstein IR. Fluctuations and stirring rate effects in the chlorite-thiosulfate reaction. J Chem Phys 1986;90:6285-6292.
28. Kondepudi DK, Nelson GW. Chiral symmetry breaking in nonequilibrium systems. Phys Rev Lett 1983;50:1023-1026.