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dc.contributor.authorMahesha, Ninganayaka
dc.contributor.authorYathirajan, Hemmige S.
dc.contributor.authorBanu, Holalagudu A. Nagma
dc.contributor.authorKalluraya, Balakrishna
dc.contributor.authorRathore, Ravindranath S.
dc.contributor.authorGlidewell, Christopher
dc.identifier.citationMahesha , N , Yathirajan , H S , Banu , H A N , Kalluraya , B , Rathore , R S & Glidewell , C 2021 , ' Formation of 1-(thiazol-2-yl)-4,5-dihydropyrazoles from simple precursors : synthesis, spectroscopic characterization and the structures of an intermediate and two products ' , Acta Crystallographica Section E: Crystallographic Communications , vol. 77 , no. Part 10 , pp. 975-981 .
dc.identifier.otherPURE: 276579806
dc.identifier.otherPURE UUID: bd801dd3-f1c0-4077-a724-9fe08fb66e92
dc.identifier.otherRIS: urn:B3E672D9B4463728840A475925D7A5EB
dc.identifier.otherScopus: 85116814768
dc.identifier.otherWOS: 000705080700002
dc.descriptionHSY is grateful to the UGC, New Delhi, for the award of a BSR Faculty Fellowship for three years.en
dc.description.abstractTwo new 1-(thiazol-2-yl)-4,5-dihydropyrazoles have been synthesized from simple precursors, and characterized both spectroscopically and structurally. In addition, two intermediates in the reaction pathway have been isolated and characterized, one of them structurally. The molecules of the intermediate (E)-1-(4-methoxyphenyl)-3-[4-(prop-2-ynyloxy)phenyl]prop-2-en-1-one, C19H16O3 (I), are linked by a combination of C-H⋯O and C-H⋯π(arene) hydrogen bonds to form ribbons. The products (RS)-5-(4-methoxyphenyl)-1-(4-phenythiazol-2-yl)-3-[4-(prop-2-ynyloxy)phenyl]-4,5-dihydro-1H-pyrazole, C28H23N3O2S (II), and (RS)-5-(4-methoxyphenyl)-1-[4-(4-methylphenyl)thiazol-2-yl]-3-[4-(prop-2-ynyloxy)phenyl]-4,5-dihydro-1H-pyrazole, C29H25N3O2S (III), are closely related-differing only by presence or absence of a methyl group at the arylthiazolyl substituent-and crystallize in an isomorphous setting. Both molecules contain an effectively planar dihydro-pyrazole ring, and possess an overall T-shaped structure, which is a characteristic of triaryl-substituted 4,5-dihydro-1-(thiazol-2-yl)pyrazole compounds. The crystal packing is characterized by intermolecular C-H⋯S and C-H⋯π (aryl/alkyne) interactions. A combination of two C-H⋯π(arene) hydrogen bonds links the product molecules into sheets.
dc.relation.ispartofActa Crystallographica Section E: Crystallographic Communicationsen
dc.rightsCopyright © 2020 The Author(s). This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.en
dc.subjectCrystal structureen
dc.subjectHeterocyclic compoundsen
dc.subjectHydrogen bondingen
dc.subjectMolecular structureen
dc.subjectNMR spectroscopyen
dc.subjectSupramolecular assemblyen
dc.subjectQD Chemistryen
dc.titleFormation of 1-(thiazol-2-yl)-4,5-dihydropyrazoles from simple precursors : synthesis, spectroscopic characterization and the structures of an intermediate and two productsen
dc.typeJournal articleen
dc.description.versionPublisher PDFen
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.description.statusPeer revieweden

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