Croatica Chemica Acta, Vol. 82 No. 1, 2009.
Original scientific paper
Assembling Screws: Large Preference for the Homochiral Combination in the Proton-Bound Dimers of 1-Aza[6]helicene in the Gas Phase
Jiří Míšek
; Institute of Organic Chemistry and Biochemistry, Flemingovo nám. 2, 16610 Prague 6, Czech Republic
Miloš Tichý
; Institute of Organic Chemistry and Biochemistry, Flemingovo nám. 2, 16610 Prague 6, Czech Republic
Irena G. Stará
; Institute of Organic Chemistry and Biochemistry, Flemingovo nám. 2, 16610 Prague 6, Czech Republic
Ivo Starý
; Institute of Organic Chemistry and Biochemistry, Flemingovo nám. 2, 16610 Prague 6, Czech Republic
Jana Roithová
orcid.org/0000-0001-5144-0688
; Institute of Organic Chemistry and Biochemistry, Flemingovo nám. 2, 16610 Prague 6, Czech Republic
Detlef Schröder
; Institute of Organic Chemistry and Biochemistry, Flemingovo nám. 2, 16610 Prague 6, Czech Republic
Abstract
By means of selective deuterium labeling combined with separation of enantiomers, chiral discrimination
in the proton-bound dimers of 1-aza[6]helicene 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) over the heterochiral variant (P,M).
Keywords
azahelicenes; chiral discrimination; density functional theory; proton-bound dimers
Hrčak ID:
37981
URI
Publication date:
30.6.2009.
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