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dc.contributor.authorKiran Kumar, Haruvegowda
dc.contributor.authorYathirajan, Hemmige S
dc.contributor.authorAsma
dc.contributor.authorManju, Nagaraja
dc.contributor.authorKalluraya, Balakrishna
dc.contributor.authorRathore, Ravindranath S
dc.contributor.authorGlidewell, Christopher
dc.date.accessioned2021-07-12T10:30:16Z
dc.date.available2021-07-12T10:30:16Z
dc.date.issued2020-05-01
dc.identifier274689655
dc.identifierefc72419-80ef-4f12-a077-8bf736307185
dc.identifier32431933
dc.identifier000533786100018
dc.identifier85084564409
dc.identifier.citationKiran Kumar , H , Yathirajan , H S , Asma , Manju , N , Kalluraya , B , Rathore , R S & Glidewell , C 2020 , ' Functionalized 3-(5-ar-yloxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-(4-substituted-phen-yl)prop-2-en-1-ones : synthetic pathway, and the structures of six examples ' , Acta Crystallographica Section E Crystallographic Communications , vol. 76 , no. 5 , pp. 683-691 . https://doi.org/10.1107/S2056989020005113en
dc.identifier.issn2056-9890
dc.identifier.otherPubMedCentral: PMC7199250
dc.identifier.urihttps://hdl.handle.net/10023/23522
dc.descriptionHSY thanks the University Grants Commission, New Delhi for the award of a BSR Faculty Fellowship for three years.en
dc.description.abstractFive examples each of 3-(5-ar­yloxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-[4-(prop-2-yn-1-yl­oxy)phen­yl]prop-2-en-1-ones and the corresponding 1-(4-azido­phen­yl)-3-(5-ar­yloxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)prop-2-en-1-ones have been synthesized in a highly efficient manner, starting from a common source precursor, and structures have been determined for three examples of each type. In each of 3-[5-(2-chloro­phen­oxy)-3-methyl-1-phenyl-1H-pyrazol-4-yl]-1-[4-(prop-2-yn-1-yl­oxy)phen­yl]prop-2-en-1-one, C28H21ClN2O3, (Ib), the isomeric 3-[5-(2-chloro­phen­oxy)-3-methyl-1-phenyl-1H-pyrazol-4-yl]-1-[4-(prop-2-yn-1-yl­oxy)phen­yl]prop-2-en-1-one, (Ic), and 3-[3-methyl-5-(naphthalen-2-yl­oxy)-1-phenyl-1H-pyrazol-4-yl]-1-[4-(prop-2-yn­yloxy)phen­yl]prop-2-en-1-one, C32H24N2O3, (Ie), the mol­ecules are linked into chains of rings, formed by two independent C—H⋯O hydrogen bonds in (Ib) and by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds in each of (Ic) and (Ie). There are no direction-specific inter­molecular inter­actions in the structure of 1-(4-azido­phen­yl)-3-[3-methyl-5-(2-methyl­phen­oxy)-1-phenyl-1H-pyrazol-4-yl]prop-2-en-1-one, C26H21N5O2, (IIa). In 1-(4-azido­phen­yl)-3-[5-(2,4-di­chloro­phen­oxy)-3-methyl-1-phenyl-1H-pyrazol-4-yl]prop-2-en-1-one, C25H17Cl2N5O2, (IId), the di­chloro­phenyl group is disordered over two sets of atomic sites having occupancies 0.55 (4) and 0.45 (4), and the mol­ecules are linked by a single C—H⋯O hydrogen bond to form cyclic, centrosymmetric R22(20) dimers. Similar dimers are formed in 1-(4-azido­phen­yl)-3-[3-methyl-5-(naphthalen-2-yl­oxy)-1-phenyl-1H-pyrazol-4-yl]prop-2-en-1-one, C29H21N5O2, (IIe), but here the dimers are linked into a chain of rings by two independent C—H···π(arene) hydrogen bonds. Comparisons are made between the mol­ecular conformations within both series of compounds.
dc.format.extent9
dc.format.extent1959339
dc.language.isoeng
dc.relation.ispartofActa Crystallographica Section E Crystallographic Communicationsen
dc.subjectSynthesisen
dc.subjectSubstitued pyrazolesen
dc.subjectChalconesen
dc.subjectCrystal structuresen
dc.subjectDisorderen
dc.subjectMolecular conformationen
dc.subjectHydrogen bondingen
dc.subjectSupramolecular assemblyen
dc.subjectQD Chemistryen
dc.subjectDASen
dc.subject.lccQDen
dc.titleFunctionalized 3-(5-ar-yloxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-(4-substituted-phen-yl)prop-2-en-1-ones : synthetic pathway, and the structures of six examplesen
dc.typeJournal articleen
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.identifier.doi10.1107/S2056989020005113
dc.description.statusPeer revieweden


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