NDLI: Resolution of enantiomers of a series of chiral alkoxy-modified phthalocyaninato nickel(II) complexes by enantioselective HPLC

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Mccoy, Aaron M. Mcgaff, Robert W. Bierman, Matthew J. Robinson, Jerome R. Guzei, Ilia A. Bahr, Katherine A. Kieler-ferguson, Heidi M.
Description	Author Affiliation: Robinson JR ( University of Wisconsin- La Crosse Department of Chemistry, WI 54601, USA.)
Abstract	We have resolved the enantiomers of a series of chiral modified metallophthalocyaninato complexes of nickel bearing alkoxy groups at the 14 and 28 positions on what would otherwise be a normal phthalocyaninato ligand and conforming to the general formula $[14,28-(RO)_{2}Pc]Ni(II),$ where R = Me, Et, or n-Pr. The complex for which R = n-Pr is reported here for the first time. Resolution of the enantiomers of these complexes was accomplished viaHPLC utilizing an immobilized carbohydrate -based stationary phase , resulting in baseline resolution of peaks corresponding to enantiomers of the complexes, with $R_{s}$ values in excess of five. Isolation of milligram quantities of the complexes bearing methoxy and n-propoxy groups in high enantiomeric excess has been achieved via semi-preparative-scale HPLC on the same stationary phase. Resolved samples of these compounds do not appear to racemize at an appreciable rate, nor do they readily exchange alkoxy groups with alcohols while stirring in alcoholic solution. The spectroscopic details and the crystallographically-determined solid-state structure for the complex where R = n-Pr are reported, and are highly similar to those that have been observed for the previously reported analogues. It has been shown by NMR that the chirality and $C_{2}$ molecular symmetry of the complex bearing n-propoxy groups is maintained in solution.
ISSN	14779226
Issue Number	44
Journal	Dalton Trans.
Volume Number	40
e-ISSN	13645447
Language	English
Publisher	Royal Society of Chemistry
Publisher Date	2011-11-28
Publisher Place	Great Britain (UK)
Access Restriction	Subscribed
Subject Keyword	Chemistry
Content Type	Text
Resource Type	Article
Subject	Inorganic Chemistry

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