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Preferential formation of homochiral silver(I) complexes upon coordination of two aza[6]helicene ligands to Ag+ ions

2009; Wiley-VCH; Volume: 74; Issue: 2 Linguagem: Inglês

10.1135/cccc2008184

1212-6950

Jiří Míšek, Miloš Tichý, Irena G. Stará̈, Ivo Starý, Detlef Schröder,

Mass Spectrometry Techniques and Applications

By means of selective deuterium labeling of 1-aza[6]helicene combined with resolution of the enantiomers, chiral discrimination in silver(I)-bound dimers of the type [LAgL′] + is probed by electrospray mass spectrometry. The analysis of the results reveals a pronounced preference for the formation of homochiral dimers ( P , P and M , M , respectively) over the statistically preferred heterochiral variant ( P , M ), which is fully consistent with previous data about the formation of homochiral dimers in the condensed phase. Further, competitive experiments with mixtures of 1- and 2-aza[6]helicene suggest a largely preferred coordination of 1-aza[6]helicene to the silver(I) cation.