-
3
-
-
0004139080
-
-
Wiley, New York, For a broad overview of such separation methodologies, see:
-
J. Jacques, A. Collet and S. H. Wilen, Enantiomers, Racemates, and Resolutions, Wiley, New York, 1981
-
(1981)
Enantiomers, Racemates, and Resolutions
-
-
Jacques, J.1
Collet, A.2
Wilen, S.H.3
-
4
-
-
34347242094
-
Inclusion Complexation as a Tool in Resolution of Racemates and Separation of Isomers, in
-
F. Toda and R. Bishops, Wiley, Chichester, pp. 1-32 Letter p is used to designate the diastereoisomers resulting from reaction of two constituents having like sign of rotation and the letter n to designate the diastereoisomer formed from constituents of unlike sign. See ref. 2, p. 326 and ref. 3, p. 251 "Careful culling of the literature would produce many more examples of this phenomenon." Taken from ref. 3, p. 295 For a very efficient resolution process of racemic trans-ChA from technical mixtures of trans/cis-ChA, see:
-
Z. Urbanczyk-Lipkowska and F. Toda, Inclusion Complexation as a Tool in Resolution of Racemates and Separation of Isomers, in Separations and Reactions in Organic Supramolecular Chemistry: Perspectives in Supramolecular Chemistry, ed., F. Toda, and, R. Bishops,, Wiley, Chichester, 2004, vol. 8, pp. 1-32
-
(2004)
Separations and Reactions in Organic Supramolecular Chemistry: Perspectives in Supramolecular Chemistry, Ed.
-
-
Urbanczyk-Lipkowska, Z.1
Toda, F.2
-
6
-
-
34347258506
-
-
1 and n salts, see ref. 1 The picture might well be more complicated by the formation of oligomeric aggregates. See:
-
All the experiments performed by dissolving DMPP in hot diisopropyl ether and then adding the trans-ChA mixture. To make sure that no kinetic effect was playing any role, the system was allowed to equilibrate at reflux. The outcome in terms of salt composition and yield did not change over time
-
-
-
-
10
-
-
0029783236
-
-
For a remarkable example of an achiral-phase chromatographic separation of the exceeding fraction of the major enantiomer in a non-racemic mixture of a chiral substance, see:
-
R.-M. Nicoud J.-N. Jaubert I. Rupprecht J. Kinkel Chirality 1996 8 234
-
(1996)
Chirality
, vol.8
, pp. 234
-
-
Nicoud, R.-M.1
Jaubert, J.-N.2
Rupprecht, I.3
Kinkel, J.4
-
12
-
-
0043126286
-
-
This can also be implied by the fact that at room temperature racemic trans-ChA is solid (mp 54°C), while enantiopure trans-ChA is liquid (mp 17-21°C): Merck Research Laboratories, Whitehouse Station, NJ, 13th edn, This is much the same as what happens in asymmetric catalysis with chiral non-racemic ligands, when positive non-linear effects are observed. For a review, see:
-
This can also be implied by the fact that at room temperature racemic trans-ChA is solid (mp 54°C), while enantiopure trans-ChA is liquid (mp 17-21°C): The Merck Index, Merck Research Laboratories, Whitehouse Station, NJ, 13th edn, 2001
-
(2001)
The Merck Index
-
-
-
13
-
-
0032538773
-
-
The exceeding part of the major enantiomer left free by the aggregation of 3, could in principle form the homodimer 5. This would not change the outcome, since, given the system preference for the heterodimeric aggregate 3, homodimer 5 is less stable than 3
-
C. Girard H. B. Kagan Angew. Chem., Int. Ed. 1998 37 2922
-
(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 2922
-
-
Girard, C.1
Kagan, H.B.2
-
14
-
-
33645038629
-
-
and references cited therein
-
R. E. Gawley J. Org. Chem. 2006 71 2411
-
(2006)
J. Org. Chem.
, vol.71
, pp. 2411
-
-
Gawley, R.E.1
|
