Show simple item record

Files in this item


Item metadata

dc.contributor.authorSantoro, Amedeo
dc.contributor.authorLord, Rianne M.
dc.contributor.authorLoughrey, Jonathan J.
dc.contributor.authorMcGowan, Patrick C.
dc.contributor.authorHalcrow, Malcolm A.
dc.contributor.authorHenwood, Adam Francis
dc.contributor.authorThomson, Connor
dc.contributor.authorZysman-Colman, Eli
dc.identifier.citationSantoro , A , Lord , R M , Loughrey , J J , McGowan , P C , Halcrow , M A , Henwood , A F , Thomson , C & Zysman-Colman , E 2015 , ' One-pot synthesis of highly emissive dipyridinium dihydrohelicenes ' , Chemistry - A European Journal , vol. 21 , no. 19 , pp. 7035-7038 .
dc.identifier.otherPURE: 173137972
dc.identifier.otherPURE UUID: 224e3514-af40-4268-879a-501f57db1900
dc.identifier.otherScopus: 84928383892
dc.identifier.otherORCID: /0000-0001-7183-6022/work/56639143
dc.identifier.otherWOS: 000353348100009
dc.descriptionThis work was funded by the EPSRC (EP/I014039/1). E.Z.C. acknowledges the University of St. Andrews for funding. C.T. thanks MUSA for financial support.en
dc.description.abstractCondensation of a pyridyl-2-carbaldehyde derivative with 2-(bromoethyl)amine hydrobromide gave tetracyclic pyrido[1,2-a]pyrido[1',2':3,4]imidazo-[2,1-c]-6,7-dihydropyrazinium dications in excellent yields. Crystal structures and NOE data demonstrated the helical character of the dications, the dihedral angles between the two pyrido groups ranging from 28-45°. An intermediate in the synthesis was also characterized. A much brighter emission compared to literature helicenes has been found, with quantum yields as high as 60 % in the range of λ=460-600 nm. Preliminary cytotoxicity studies against HT-29 cancer cells demonstrated moderate-to-good activity, with IC50 values 12-30× that of cisplatin.
dc.relation.ispartofChemistry - A European Journalen
dc.rights© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. This is the accepted version of the following article: Santoro, A., Lord, R. M., Loughrey, J. J., McGowan, P. C., Halcrow, M. A., Henwood, A. F., Thomson, C. and Zysman-Colman, E. (2015), One-Pot Synthesis of Highly Emissive Dipyridinium Dihydrohelicenes. Chem. Eur. J., which has been published in final form at
dc.subjectCrystal structuresen
dc.subjectHelical compoundsen
dc.subjectQD Chemistryen
dc.subjectSDG 3 - Good Health and Well-beingen
dc.titleOne-pot synthesis of highly emissive dipyridinium dihydrohelicenesen
dc.typeJournal articleen
dc.contributor.institutionUniversity of St Andrews. School of Chemistryen
dc.contributor.institutionUniversity of St Andrews. EaSTCHEMen
dc.description.statusPeer revieweden

This item appears in the following Collection(s)

Show simple item record