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New chiral discotics with helical organization of the mesophase : liquid crystalline derivatives of dibenzotetraaza[14]annulene

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New chiral discotics with helical organization of the mesophase : liquid crystalline derivatives of dibenzotetraaza[14]annulene

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dc.contributor.author Grolik, Jarosław [SAP11019443] pl
dc.contributor.author Dudek, Łukasz [SAP11019915] pl
dc.contributor.author Eilmes, Julita [SAP11006581] pl
dc.contributor.author Eilmes, Andrzej [SAP11015606] pl
dc.contributor.author Górecki, Marcin pl
dc.contributor.author Frelek, Jadwiga pl
dc.contributor.author Heinrich, Benoît pl
dc.contributor.author Donnio, Bertrand pl
dc.date.accessioned 2015-09-03T12:09:40Z
dc.date.available 2015-09-03T12:09:40Z
dc.date.issued 2012 pl
dc.identifier.issn 0040-4020 pl
dc.identifier.uri http://ruj.uj.edu.pl/xmlui/handle/item/15333
dc.language eng pl
dc.title New chiral discotics with helical organization of the mesophase : liquid crystalline derivatives of dibenzotetraaza[14]annulene pl
dc.type JournalArticle pl
dc.description.physical 3875-3884 pl
dc.abstract.en Two optically pure derivatives of dibenzotetraaza[14]annulene, bearing four ( S )- or ( R )- 3,7- dimethyloctoxy peripheral chiral tails, respectively, and two hydroxybenzoyl meso substituents were synthesized using a convergent multi-step route. The structure of the products was determined by 1 H and 13 C NMR spectroscopy, ESI-MS, and elemental analysis. The mesomorphic behavior of the two chiral compounds, deciphered by differential scanning calorimetry (DSC), small-angle X-ray diffractometry (SA-XRD), and polarizing optical microscopy (POM) investigations, revealed the induction of two lamello-columnar phases, i.e., columnar stacks con fi ned in smectic layers, whose columns may be ar- ranged either according to the pg rectangular planar symmetry (for the low-temperature phase) or without registry between vicinal layers (for the high-temperature mesophase). Evidence of a helical organization of the molecules in the mesophases was obtained using a combination of electronic circular dichroism (ECD) and SA-XRD results, Molecular Dynamics simulations and quantum-chemical calculations. pl
dc.subject.en dibenzotetraaza[14]annulene pl
dc.subject.en SA-XRD pl
dc.subject.en liquid crystals pl
dc.subject.en supramolecular chirality pl
dc.subject.en ECD spectroscopy pl
dc.subject.en molecular Dynamics pl
dc.description.volume 68 pl
dc.description.number 20 pl
dc.description.points 30 pl
dc.identifier.doi 10.1016/j.tet.2012.03.037 pl
dc.identifier.eissn 1464-5416 pl
dc.title.journal Tetrahedron pl
dc.language.container eng pl
dc.affiliation Wydział Chemii : Zakład Metod Obliczeniowych Chemii pl
dc.affiliation Wydział Chemii : Zakład Chemii Organicznej pl
dc.subtype Article pl
dc.rights.original bez licencji pl
.pointsMNiSW [2012 A]: 30


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