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dc.contributor.authorBeh, Michael
dc.contributor.authorFigliola, Carlotta
dc.contributor.authorLund, Kate-Lyn A. R.
dc.contributor.authorKajetanowicz, Aleksandra K.
dc.contributor.authorJohnsen, Ann E.
dc.contributor.authorAronitz, Elise M.
dc.contributor.authorThompson, Alison
dc.date.accessioned2018-11-14T18:39:21Z
dc.date.available2018-11-14T18:39:21Z
dc.date.issued2018
dc.identifier.citationRegioselective Substituent Effects upon the Synthesis of Dipyrrins from 2-Formyl Pyrroles. Beh, M.H.R.; Figliola, C.; Lund, K-l. A.R.; Kajetanowicz, A.K.; Johnsen, A.E.; Aronitz, E.M.; Thompson, A. Can. J. Chem. 2018, 96, 779-784, special issue to honour Dalhousie’s 200th anniversary (NSERC). https://doi.org/10.1139/cjc-2017-0662en_US
dc.identifier.urihttp://hdl.handle.net/10222/74957
dc.descriptionPost-printen_US
dc.description.abstractThe synthesis of symmetric α-free meso-H-dipyrrin hydrobromides from 5-H-2-formyl pyrroles was investigated. The self-condensation produces regioisomeric dipyrrins through the adoption of two mechanistic pathways. The key difference between the two pathways lies in which position of the pyrrole directs nucleophilic attack. Through a systematic study involving various substituted and/or isotopically labelled 5-H-2-formyl pyrroles, we herein provide evidence to suggest that not only do two mechanistic pathways exist but that the steric bulk of the substituent adjacent to the 5-unsubstituted position influences which pathway dominates.en_US
dc.publisherCanadian Journal of Chemistryen_US
dc.titleRegioselective Substituent Effects upon the Synthesis of Dipyrrins from 2-Formyl Pyrrolesen_US
dc.typeArticleen_US
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