Abstract

The earlier discovered chirality effect in the chemical ionization mass spectra of dialkyl tartrates (Fales and Wright, 1977) has been studied further under structural and analytical aspects. Thus, enantiomers of the dialkyl tartrate type apparently interlock by H bonds to rigid diastereomeric protonated dimers MMH + with definite chirospecificity. Within the homologous series, the enantiomeric configuration of an “unknown” chiral substrate M exposed to an enantiomer-labeled racemic reagent D plus L is indicated by the more abundant homochiral species of the competitive mixed dimers MDH + and MLH +.

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