Chiral superbases: the proton affinities of 1- and 2-aza[6]helicene in the gas phase

Authors

  • Jana Roithová,

    1. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo náměstí 2, 16610 Praha 6, Czech Republic
    2. Department of Organic Chemistry, Charles University, Hlavova 8, 12843 Prague 2, Czech Republic
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  • Detlef Schröder,

    Corresponding author
    1. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo náměstí 2, 16610 Praha 6, Czech Republic
    • Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo náměstí 2, 16610 Praha 6, Czech Republic.
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  • Jiří Míšek,

    1. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo náměstí 2, 16610 Praha 6, Czech Republic
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  • Irena G. Stará,

    1. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo náměstí 2, 16610 Praha 6, Czech Republic
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  • Ivo Starý

    1. Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo náměstí 2, 16610 Praha 6, Czech Republic
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Abstract

The proton affinities (PAs) of 1- and 2-azahelicene were determined using various mass spectrometric techniques and complementary results from density functional theory. With PAs of about 1000 kJ mol−1, the helical backbone of both compounds offer promising perspectives for future research on enantioselective reactions of these helical nitrogen bases. Copyright © 2007 John Wiley & Sons, Ltd.

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