ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

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)