Open AccessChiral recognition in the gas phase: Mass spectrometric studies of diastereomeric cobalt complexes
Author(s) -
Thuy Thanh Dang,
Steven F. Pedersen,
Julie A. Leary
Publication year - 1994
Publication title -
journal of the american society for mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.961
H-Index - 127
eISSN - 1879-1123
pISSN - 1044-0305
DOI - 10.1016/1044-0305(94)85061-5
Subject(s) - chemistry , diastereomer , cobalt , tartrate , octahedron , dissociation (chemistry) , alkyl , kinetic energy , mass spectrometry , hydride , ion , inorganic chemistry , metal , stereochemistry , crystallography , organic chemistry , chromatography , physics , quantum mechanics
Results of mass analyzed ion kinetic energy (MIKE) spectra and kinetic energy release (KER) measurements of diastereomeric octahedral cobalt complexes indicate that these diastereomers can be distinguished in the gas phase. Four alkyl tartrate esters were complexed to cobalt trisacetylacetonate (Co(acac)3) in the presence of a chiral auxiliary, RR- and SS-threohydrobenzoin. Different KER values of the product ion generated from [Co(acac)2/D- or L-diisopropyl tartrate](+) reflect differences in the precursor ion structure. The dissociation pathway resulting in this product ion is believed to arise via a hydride transfer from the acetylacetonate ligand to the metal center with subsequent loss of neutral organic species. It has been established that two conditions are necessary for observation of chiral recognition in this system; (1) the cobalt complex must be octahedral and (2) a chemical kinetic resolving agent must be present during formation of the complex.