Tautomerism in Solution and Solid State, Spectroscopic Studies and Crystal Structure of (Z)-1-[(4-amino-2,3,5,6-tetramethylphenylamino)methylene]-1,8a-dihydronaphthalen-2(3H)-one

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dc.authoridUnver, Huseyin/0000-0003-3968-4385
dc.contributor.authorUnver, Hueseyin
dc.contributor.authorYıldız, Mustafa
dc.date.accessioned2025-01-27T20:39:22Z
dc.date.available2025-01-27T20:39:22Z
dc.date.issued2010
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
dc.description.abstractA new Schiff base compound(Z)-1-[(4-amino-2,3,5,6-tetramethylphenylamino)methylene]-1,8a-dihydronaphthalen-2(3H)-onewas synthesized by the reaction of 2-hydroxy-1-naphthaldehyde with 2,3,5,6-tetramethyl-p-phenylenediamine. It was investigated by using elemental analysis, IR, 1H-NMR, 13C-NMR, UV-Visible-spectroscopy, and X-ray-crystallography techniques. Its UV-Visible spectra were examined in polar and nonpolar solvents. The Schiff base studied exists in enol-imine keto-amine form in DMSO ethanol, chloroform, and benzene solution. The keto-amine tautomer was found to be dominant in both the phases. The (Z)-1-[(4-amino-2,3,5,6-tetramethylphenylamino)methylene]-1,8a-dihydronaphthalen-2(3H)-one molecule is not planar. It contains a strong intramolecular N-H...O hydrogen bond between the amine and oxo group [N1 and O1=2.591(2) angstrom], the H atom being essentially bonded to the N1 and O1 atoms.
dc.description.sponsorshipCanakkale Onsekiz Mart University [2005/29]
dc.description.sponsorshipThe authors thank Canakkale Onsekiz Mart University Grants Commission for a research grant (Project 2005/29).
dc.identifier.doi10.1080/00387010903284646
dc.identifier.endpage121
dc.identifier.issn0038-7010
dc.identifier.issn1532-2289
dc.identifier.issue2
dc.identifier.scopus2-s2.0-77949565465
dc.identifier.scopusqualityQ3
dc.identifier.startpage114
dc.identifier.urihttps://doi.org/10.1080/00387010903284646
dc.identifier.urihttps://hdl.handle.net/20.500.12428/23933
dc.identifier.volume43
dc.identifier.wosWOS:000275839900006
dc.identifier.wosqualityQ4
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherTaylor & Francis Inc
dc.relation.ispartofSpectroscopy Letters
dc.relation.publicationcategoryinfo:eu-repo/semantics/openAccess
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WoS_20250125
dc.subjectcrystal structure
dc.subjectintramolecular hydrogen bond
dc.subjectSchiff base
dc.subjectspectroscopy
dc.subjecttautomerism
dc.titleTautomerism in Solution and Solid State, Spectroscopic Studies and Crystal Structure of (Z)-1-[(4-amino-2,3,5,6-tetramethylphenylamino)methylene]-1,8a-dihydronaphthalen-2(3H)-one
dc.typeArticle

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