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Isolation of Three Possible Glycols of 2,5-Bis(hydroxybenzyl)- η6  -thiophenetricarbonylchromium

M. Struhárik and Š. Toma

Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University, SK-842 15 Bratislava

 

Abstract: Quenching of (η6-2,5-dilithiothiophene)tricarbonylchromium with an excess of benzaldehyde resulted in the formation of three possible glycols IIa-IIc in the mass ratio 9:10:1, which were separated by flash chromatography. Complexes IIa and IIc proved to be two possible pseudoasymmetric meso forms, and IIb represented the threo-D,L pair. Decomplexation (O2, hv) of IIa and IIb yielded pure, crystalline diastereomers of the free ligand. Similar behaviour was observed using n-butyraldehyde, i-butyraldehyde, and cinnamaldehyde as the quenching electrophile.

Full paper in Portable Document Format: 502a65.pdf

 

Chemical Papers 50 (2) 65–67 (1996)

Wednesday, October 23, 2019

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