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dc.contributor.authorDespagnet-Ayoub, Emmanuelle
dc.contributor.authorMiqueu, Karinne
dc.contributor.authorSotiropoulos, Jean-Marc
dc.contributor.authorHenling, Lawrence M.
dc.contributor.authorDay, Michael W.
dc.contributor.authorLabinger, Jay A.
dc.contributor.authorBercaw, John E.
dc.date.accessioned2016-02-28T06:43:27Z
dc.date.available2016-02-28T06:43:27Z
dc.date.issued2013
dc.identifier.citationDespagnet-Ayoub E, Miqueu K, Sotiropoulos J-M, Henling LM, Day MW, et al. (2013) Unexpected rearrangements in the synthesis of an unsymmetrical tridentate dianionic N-heterocyclic carbene. Chem Sci 4: 2117. Available: http://dx.doi.org/10.1039/c3sc22171g.
dc.identifier.issn2041-6520
dc.identifier.issn2041-6539
dc.identifier.doi10.1039/c3sc22171g
dc.identifier.urihttp://hdl.handle.net/10754/600135
dc.description.abstractStarting from the same ethylenediamine species, three valuable carbene precursors were synthesized under differing conditions: a tridentate dianionic N-heterocyclic carbene bearing an aniline, a phenol and a central dihydroimidazolium salt, its benzimidazolium isomer by intramolecular rearrangement and a dicationic benzimidazolium-benzoxazolium salt by changing the Brønsted acid from HCl to HBF4. A DFT study was performed to understand the rearrangement pathway. The structure of a bis[(NCO)carbene] zirconium complex was determined. © 2013 The Royal Society of Chemistry.
dc.description.sponsorshipThis work was supported by a KAUST Center-In-Development Grant to King Fahd University of Petroleum and Minerals (Dhahran, Saudi Arabia) and the USDOE Office of Basic Energy Sciences (Grant no. DE-FG03-85ER13431). The Bruker KAPPA APEXII X-ray diffractometer was purchased via an NSF CRIF:MU award to the California Institute of Technology, CHE-0639094.
dc.publisherRoyal Society of Chemistry (RSC)
dc.titleUnexpected rearrangements in the synthesis of an unsymmetrical tridentate dianionic N-heterocyclic carbene
dc.typeArticle
dc.identifier.journalChemical Science
dc.contributor.institutionCNRS Centre National de la Recherche Scientifique, Paris, France
dc.contributor.institutionUniversite de Toulouse, Toulouse, France
dc.contributor.institutionUniversite de Pau et des Pays de L'Adour, Pau, France
dc.contributor.institutionCalifornia Institute of Technology, Pasadena, United States


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