Diastereoisomerization and X-ray Crystall Structure of Meso-di-(2H-Chromene-2-yl)Ether (CROSBI ID 116673)
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Podaci o odgovornosti
Lončar, Linda ; Mintas, Mladen ; Hergold-Brundić, Antonija ; Nagl, Ante ; Trötsch, T ; Mannschreck, Albrecht
engleski
Diastereoisomerization and X-ray Crystall Structure of Meso-di-(2H-Chromene-2-yl)Ether
It was shown by X-ray crystall structure analysis that di-(2H-chromene-2-yl)ether (1) exists in the meso-form, i.e. as (2S, 2R)-1. The X-ray structural data indicate, also, that geomtries of the two 2H-1-benzopyran parts, of which the skeleton of 1 consists, are not identical, that is the molecule is pseudosymmetrical. The meso-1 undergoes thermaly induced electrocyclic ring opening and reclosure. Thus, meso-1 equilibriates with enantiomers (2S, 2’ S)-1 and (2R, 2’ R)-1, as confirmed by their 1H NMR spectra after preparative separation of stereoisomers using liquid chromatography on triacetylcellulose.
meso-di-(2H-chromene-2-yl)ether ; diastereoisomerization ; X-ray crystall structure ; separation of stereoisomers ; liquid chromatography on triacetylcellulose
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