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dc.contributor.advisorJoseph Sadighi.en_US
dc.contributor.authorRieth, Ryan D., 1978-en_US
dc.contributor.otherMassachusetts Institute of Technology. Dept. of Chemistry.en_US
dc.date.accessioned2005-09-27T17:52:25Z
dc.date.available2005-09-27T17:52:25Z
dc.date.copyright2004en_US
dc.date.issued2004en_US
dc.identifier.urihttp://hdl.handle.net/1721.1/28703
dc.descriptionThesis (S.M.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2004.en_US
dc.descriptionVita.en_US
dc.descriptionIncludes bibliographical references.en_US
dc.description.abstractConditions for promoting the Pd-catalyzed arylation of (N-pyrrolyl)zinc derivatives have been established using aryl bromides, chlorides, and iodides as substrates. In most cases, 0.5 mol% Pd(OAc)₂ can achieve the desired transformation in roughly 24 hours, with the more sterically demanding substrates requiring altered conditions. Typical isolated yields are in excess of 70%. Moreover, methyl- and aryl-substituted pyrrolyl anions have been shown to display similar chemistry using 5.0 mol% Pd(OAc)₂. Though they require longer reaction times, the isolated yields rival those of the unsubstituted analogs. Two new copper(I) N-heterocyclic carbene complexes containing the 2,4,6,2",4",6"-hexaisopropyl-1,1':3',1"-terphenyl moiety have been synthesized and isolated. The LCuCl complex (92% isolated yield) was made via a one-pot synthesis from the corresponding imidazolinium tetrafluoroborate salt, NaH, and CuCl (L = [1,3-bis-(2,4,6,2",4",6"-hexaisopropyl- [1,1':3',1"]terphenyl-5'-yl)-4,5-dihydroimidazol-2-ylidene]). The LCuOAc complex (71% isolated yield) was made the same way using CuOAc in place of CuCl.en_US
dc.description.statementofresponsibilityby Ryan D. Rieth.en_US
dc.format.extent52 leavesen_US
dc.format.extent2382618 bytes
dc.format.extent2386776 bytes
dc.format.mimetypeapplication/pdf
dc.format.mimetypeapplication/pdf
dc.language.isoen_US
dc.publisherMassachusetts Institute of Technologyen_US
dc.rightsM.I.T. theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission. See provided URL for inquiries about permission.en_US
dc.rights.urihttp://dspace.mit.edu/handle/1721.1/7582
dc.subjectChemistry.en_US
dc.titleThe synthesis of sterically demanding ligands and examples of their copper complexesen_US
dc.typeThesisen_US
dc.description.degreeS.M.en_US
dc.contributor.departmentMassachusetts Institute of Technology. Department of Chemistry
dc.identifier.oclc59133289en_US


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