title: Specific Noncovalent Association of Chiral Large-Ring Hexaimines: Ion Mobility Mass Spectrometry and PM7 Study.
abstract: Ion mobility mass spectrometry and PM7 semiempirical calculations are effective complementary methods to study gas phase formation of noncovalent complexes from vaselike macrocycles. The specific association of large-ring chiral hexaimines, derived from enantiomerically pure trans-1,2-diaminocyclohexane and various isophthaldehydes, is driven mostly by CH-π and π-π stacking interactions. The isotrianglimine macrocycles are prone to form two types of aggregates: tail-to-tail and head-to-head (capsule) dimers. The stability of the tail-to-tail dimers is affected by the size and electronic properties of the substituents at the C-5 position of the aromatic ring. Electron-withdrawing groups stabilize the aggregate, whereas bulky or electron-donating groups destabilize the complexes.
authors.affiliation: Intitute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224, Warsaw, Poland. annatroc@icho.edu.pl.
authors.forename: Anna
authors.initials: A
authors.lastname: Troć
authors.affiliation: Department of Chemistry, Adam Mickiewicz University, Umultowska 89B, 61 614, Poznań, Poland.|Wielkopolska Centre for Advanced Technologies (WCAT), Umultowska 89C, 61-614, Poznań, Poland.
authors.forename: Jadwiga
authors.initials: J
authors.lastname: Gajewy
authors.affiliation: Intitute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224, Warsaw, Poland.
authors.forename: Witold
authors.initials: W
authors.lastname: Danikiewicz
authors.affiliation: Department of Chemistry, Adam Mickiewicz University, Umultowska 89B, 61 614, Poznań, Poland. marcin.kwit@amu.edu.pl, marcin.kwit@amu.edu.pl.|Wielkopolska Centre for Advanced Technologies (WCAT), Umultowska 89C, 61-614, Poznań, Poland. marcin.kwit@amu.edu.pl, marcin.kwit@amu.edu.pl.
authors.forename: Marcin
authors.initials: M
authors.lastname: Kwit
keywords: dimerization; isotrianglimines; mass spectrometry; noncovalent interactions; semiempirical calculations