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dc.contributor.advisorDavid Hitt
dc.contributor.advisorBrandon Sheafor
dc.contributor.advisorJulie Kessler
dc.contributor.authorMoses, Alexander
dc.date.accessioned2020-04-30T09:39:26Z
dc.date.available2020-04-30T09:39:26Z
dc.date.issued2019-04-01
dc.identifier.urihttps://scholars.carroll.edu/handle/20.500.12647/201
dc.description.abstractIn organic chemistry, ?6-metal arene complexes constitute a class of valuable intermediates in organic synthesis due to the metals ability to act as a strong electron withdrawing group.1-9 While known for being an electron withdrawing group, little research regarding their ability to accelerate the Diels-Alder (DA) reaction - which is known to be accelerated by electron-withdrawing dienophile substituents -has been done. Previous work by the Hitt research group has strongly suggested that the DA reaction can be accelerated by an alkene dienophile with a ?6 -ruthenium arene substituent.10 However, the effects of using an alkyne dienophile with a ?6 -ruthenium arene substituent have not been explored. Herein we report the synthesis of model dienophile precursor 3-phenyl-2-propenoic acid ethyl ester via an acyl substitution reaction. We also report our three attempts at synthesizing the alkyne dienophile [CpRu(?6-(3-phenyl-2-propenoic acid ethyl ester ))]PF6 . Unfortunately, after these three attempts, no product was obtained. It was thought that the alkyne in 3-phenyl-2-propenoic acid ethyl ester acted is a strong ligand to the CpRu+ moiety thus inhibiting complexation to the aryl ring.
dc.subjectDiels-Alder reaction, DA reaction, alkene dienophile, arene complex
dc.titleStudies into the synthesis of alkyne dienophiles with n6 - Ruthenium Arene Complex Substituents
dc.typethesis
carrollscholars.object.degreeBachelor's
carrollscholars.object.departmentChemistry & Physics
carrollscholars.object.disciplinesChemistry; Organic Chemistry
carrollscholars.legacy.itemurlhttps://scholars.carroll.edu/chemphys_theses/53
carrollscholars.legacy.contextkey14517864
carrollscholars.object.seasonSpring
dc.date.embargo12/31/1899 0:00


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