Columnar mesomorphism of fluorescent board-shaped quinoxalinophenanthrophenazine derivatives with donor-acceptor structure

Chen S.; Raad F.S.; Ahmida M.; Kaafarani B.R.; Eichhorn S.H.

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dc.contributor.author	Chen S.
dc.contributor.author	Raad F.S.
dc.contributor.author	Ahmida M.
dc.contributor.author	Kaafarani B.R.
dc.contributor.author	Eichhorn S.H.
dc.contributor.editor
dc.date	2013
dc.date.accessioned	2017-10-03T15:45:31Z
dc.date.available	2017-10-03T15:45:31Z
dc.date.issued	2013
dc.identifier	10.1021/ol303375x
dc.identifier.isbn
dc.identifier.issn	15237060
dc.identifier.uri	http://hdl.handle.net/10938/12694
dc.description.abstract	Quinoxalino[2′,3′:9,10]phenanthro[4,5-abc]phenazine (QPP) dyes have been studied as electron acceptor materials, fluorophores, and building blocks for self-organizing organic semiconductors. Condensation of tetraketopyrene with electron-rich diamino-terphenylene and -triphenylene derivatives generates new donor-acceptor QPP derivatives that display columnar mesomorphism over wide ranges of temperature; are fluorescent in solution, liquid crystal, and solid phases; and have electron acceptor properties. Also reported are the synthesis and properties of the first diamino-(tetraalkoxy) triphenylene as a valuable new synthon. © 2013 American Chemical Society.
dc.format.extent
dc.format.extent	Pages: (558-561)
dc.language	English
dc.publisher	WASHINGTON
dc.relation.ispartof	Publication Name: Organic Letters; Publication Year: 2013; Volume: 15; no. 3; Pages: (558-561);
dc.relation.ispartofseries
dc.relation.uri
dc.source	Scopus
dc.subject.other
dc.title	Columnar mesomorphism of fluorescent board-shaped quinoxalinophenanthrophenazine derivatives with donor-acceptor structure
dc.type	Article
dc.contributor.affiliation	Chen, S., Department of Chemistry and Biochemistry, University of Windsor, Windsor, ON N9B 3P4, Canada
dc.contributor.affiliation	Raad, F.S., Department of Chemistry and Biochemistry, University of Windsor, Windsor, ON N9B 3P4, Canada, Department of Chemistry, American University of Beirut, Beirut 1107-2020, Lebanon
dc.contributor.affiliation	Ahmida, M., Department of Chemistry and Biochemistry, University of Windsor, Windsor, ON N9B 3P4, Canada
dc.contributor.affiliation	Kaafarani, B.R., Department of Chemistry, American University of Beirut, Beirut 1107-2020, Lebanon
dc.contributor.affiliation	Eichhorn, S.H., Department of Chemistry and Biochemistry, University of Windsor, Windsor, ON N9B 3P4, Canada
dc.contributor.authorAddress	Kaafarani, B.R.; Department of Chemistry, American University of Beirut, Beirut 1107-2020, Lebanon; email: bilal.kaafarani@aub.edu.lb
dc.contributor.authorCorporate	University: American University of Beirut; Faculty: Faculty of Arts and Sciences; Department: Chemistry;
dc.contributor.authorDepartment	Chemistry
dc.contributor.authorDivision
dc.contributor.authorEmail	bilal.kaafarani@aub.edu.lb; eichhorn@uwindsor.ca
dc.contributor.faculty	Faculty of Arts and Sciences
dc.contributor.authorInitials	Chen, S
dc.contributor.authorInitials	Read, FS
dc.contributor.authorInitials	Ahmida, M
dc.contributor.authorInitials	Kaafarani, BR
dc.contributor.authorInitials	Eichhorn, SH
dc.contributor.authorOrcidID
dc.contributor.authorReprintAddress	Kaafarani, BR (reprint author), Amer Univ Beirut, Dept Chem, Beirut 11072020, Lebanon.
dc.contributor.authorResearcherID	Eichhorn, Stephan-A-2992-2015
dc.contributor.authorUniversity	American University of Beirut
dc.description.cited	Ahmida M, 2010, J MATER CHEM, V20, P1292, DOI 10.1039-b917169j; Bon SB, 2010, J PHYS CHEM C, V114, P11252, DOI 10.1021-jp101518n; Cepanec I., 2004, SYNTHESIS BIARYLS; Degheili JA, 2009, J PHYS CHEM A, V113, P1244, DOI 10.1021-jp8098363; de Halleux V, 2004, ADV FUNCT MATER, V14, P649, DOI 10.1002-adfm.200400006; Demenev A, 2010, CHEM MATER, V22, P1420, DOI 10.1021-cm902453z; EVANS DA, 1993, J AM CHEM SOC, V115, P6426, DOI 10.1021-ja00067a074; Gao BX, 2008, J AM CHEM SOC, V130, P8297, DOI 10.1021-ja800311a; Hu J, 2005, J ORG CHEM, V70, P707, DOI 10.1021-jo048509q; Hu J, 2004, CHEM MATER, V16, P4912, DOI 10.1021-cm0492179; Jradi FM, 2008, TETRAHEDRON LETT, V49, P238, DOI 10.1016-j.tetlet.2007.11.078; Kaafarani BR, 2007, TETRAHEDRON LETT, V48, P5995, DOI 10.1016-j.tetlet.2007.06.121; Lee DC, 2008, CHEM COMMUN, P3636, DOI 10.1039-b806084c; Lee DC, 2008, CHEM MATER, V20, P3688, DOI 10.1021-cm800521p; Leng SW, 2009, J PHYS CHEM B, V113, P5403, DOI 10.1021-jp810653z; Leng SW, 2010, SOFT MATTER, V6, P100, DOI 10.1039-b912634a; Lucas LA, 2008, CHEM MATER, V20, P5743, DOI 10.1021-cm702802w; McGrath KK, 2009, CHEM-EUR J, V15, P4070, DOI 10.1002-chem.200802148; Moustafa RM, 2009, J PHYS CHEM A, V113, P1235, DOI 10.1021-jp809830x; Nguyen H. T., 1998, HDB LIQUID CRYSTAL B, V2B, P865; Raad FS, 2010, TETRAHEDRON, V66, P2944, DOI 10.1016-j.tet.2010.02.075; Reddy PP, 2003, COORDIN CHEM REV, V237, P257; Schiemann O, 2009, ANGEW CHEM INT EDIT, V48, P3292, DOI 10.1002-anie.200805152; Vollmann H, 1937, LIEBIGS ANN CHEM, V531, P1; Wurthner F, 2001, CHEM-EUR J, V7, P2245, DOI 10.1002-1521-3765(20010518)7:102245::AID-CHEM22453.0.CO;2-W
dc.description.citedCount	9
dc.description.citedTotWOSCount	10
dc.description.citedWOSCount	10
dc.format.extentCount	4
dc.identifier.articleNo
dc.identifier.coden	ORLEF
dc.identifier.pubmedID
dc.identifier.scopusID	84873388928
dc.identifier.url
dc.publisher.address	1155 16TH ST, NW, WASHINGTON, DC 20036 USA
dc.relation.ispartofConference
dc.relation.ispartofConferenceCode
dc.relation.ispartofConferenceDate
dc.relation.ispartofConferenceHosting
dc.relation.ispartofConferenceLoc
dc.relation.ispartofConferenceSponsor
dc.relation.ispartofConferenceTitle
dc.relation.ispartofFundingAgency
dc.relation.ispartOfISOAbbr	Org. Lett.
dc.relation.ispartOfIssue	3
dc.relation.ispartOfPart
dc.relation.ispartofPubTitle	Organic Letters
dc.relation.ispartofPubTitleAbbr	Org. Lett.
dc.relation.ispartOfSpecialIssue
dc.relation.ispartOfSuppl
dc.relation.ispartOfVolume	15
dc.source.ID	WOS:000314559000034
dc.type.publication	Journal
dc.subject.otherAuthKeyword
dc.subject.otherChemCAS
dc.subject.otherIndex
dc.subject.otherKeywordPlus	ORGANIC SEMICONDUCTOR
dc.subject.otherKeywordPlus	ELECTRONIC-PROPERTIES
dc.subject.otherKeywordPlus	EXTENDED CHAINS
dc.subject.otherKeywordPlus	PYRENE
dc.subject.otherKeywordPlus	MOLECULES
dc.subject.otherKeywordPlus	BISPHENAZINES
dc.subject.otherKeywordPlus	MESOPHASES
dc.subject.otherKeywordPlus	BINDING
dc.subject.otherWOS	Chemistry, Organic

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