Search for Conglomerate in Set of 7Helquat Salts: Multigram Resolution of Helicene-Viologen Hybrid by Preferential Crystallization.
Summary of "Search for Conglomerate in Set of 7Helquat Salts: Multigram Resolution of Helicene-Viologen Hybrid by Preferential Crystallization."
Investigation of a set of twelve [7]helquat salts by X-ray crystal diffraction led to identification of conglomerate behavior in bis(trifluoroacetate) salt [2][CF3CO2]2. This is to demonstrate that systematic search for conglomerate can be performed for a given helicenoid enabling straightforward multigram resolution via preferential crystallization. Subsequently, preferential crystallization of this chiral helicene-viologen hybrid has been established to obtain pure P and M enantiomers in multigram scale, 5 grams each. Furthermore, preparation of non-racemic samples of [7]helquat 2 via diastereomeric (R,R)-dibenzoyltartrate salts is described and determination of absolute configuration and racemization barrier is also reported.
Affiliation
Journal Details
This article was published in the following journal.
Name: The Journal of organic chemistry
ISSN: 1520-6904
Pages:
Links
- PubMed Source: http://www.ncbi.nlm.nih.gov/pubmed/22957746
- DOI: http://dx.doi.org/10.1021/jo301615k
Medical and Biotech [MESH] Definitions
Benzyl Viologen
1,1'-Bis(phenylmethyl)4,4'-bipyridinium dichloride. Oxidation-reduction indicator.
Philosophy
A love or pursuit of wisdom. A search for the underlying causes and principles of reality. (Webster, 3d ed)
Search Engine
Software used to locate data or information stored in machine-readable form locally or at a distance such as an INTERNET site.
Fluorides
Inorganic salts of hydrofluoric acid, HF, in which the fluorine atom is in the -1 oxidation state. (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed) Sodium and stannous salts are commonly used in dentifrices.
X-ray Microtomography
X-RAY COMPUTERIZED TOMOGRAPHY with resolution in the micrometer range.
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