Lateral extension induces columnar mesomorphism in crucifix shaped quinoxalinophenanthrophenazines

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dc.contributor.author Wex, Brigitte
dc.contributor.author El-Ballouli, Alaa O.
dc.contributor.author Kayal, Himadri
dc.contributor.author Zeidan, Tarek A.
dc.contributor.author Raad, Farah S.
dc.contributor.author Leng, Siwei
dc.contributor.author Cheng, Stephen Z.D.
dc.contributor.author Eichchorn, Holger
dc.contributor.author Kaafarani, Bilal R.
dc.date.accessioned 2016-12-07T09:58:32Z
dc.date.available 2016-12-07T09:58:32Z
dc.date.copyright 2015 en_US
dc.identifier.issn 0040-4020 en_US
dc.identifier.uri http://hdl.handle.net/10725/4889
dc.description.abstract Reported here is the columnar mesomorphism of board shaped dyes based on quinoxalino[2′,3′:9,10]phenanthro[4,5-abc]phenazine (TQPP) derivatives that was induced by an increase in lateral bulk. TQPP derivatives with protons, tert-butyl and 4-tert-butyl-phenyl groups in positions 2 and 11 are compared, as well as dodecylthio, dodecyloxy, phytanylthio, and phytanyloxy side-chains. Only derivatives with 4-tert-butyl-phenyl groups display columnar liquid crystal phases over wide ranges of temperature while all other TQPPs are not liquid crystalline except for the compound with tert-butyl groups and phytanyloxy side-chains that shows a Colr mesophase over a temperature range of 26 °C. The sole attachment of phytanyl groups does not effectively induce columnar mesophases. However, the lateral attachment of bulky groups to the TQPP core induces columnar mesomorphism because of the in-plane aspect ratio decrease and the favored twisted or helical π-stacking of the molecules in columns rather than the parallel co-planar packing. en_US
dc.language.iso en en_US
dc.title Lateral extension induces columnar mesomorphism in crucifix shaped quinoxalinophenanthrophenazines en_US
dc.type Article en_US
dc.description.version Published en_US
dc.author.school SAS en_US
dc.author.idnumber 200603698 en_US
dc.author.department Natural Sciences en_US
dc.description.embargo N/A en_US
dc.relation.journal Tetrahedron en_US
dc.journal.volume 71 en_US
dc.journal.issue 2 en_US
dc.article.pages 308-314 en_US
dc.identifier.doi http://dx.doi.org/10.1016/j.tet.2014.11.050 en_US
dc.identifier.ctation Ala'a, O., Kayal, H., Shuai, C., Zeidan, T. A., Raad, F. S., Leng, S., ... & Kaafarani, B. R. (2015). Lateral extension induces columnar mesomorphism in crucifix shaped quinoxalinophenanthrophenazines. Tetrahedron, 71(2), 308-314. en_US
dc.author.email brigitte.wex@lau.edu.lb en_US
dc.identifier.tou http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.php en_US
dc.identifier.url http://www.sciencedirect.com/science/article/pii/S0040402014016226 en_US
dc.author.affiliation Lebanese American University en_US

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