Please use this identifier to cite or link to this item: https://doi.org/10.1016/j.jorganchem.2008.06.037
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dc.titleAg(I) and Pd(II) complexes of a 1,3-dibenzhydryl substituted benzannulated N-heterocyclic carbene: Unexpected rearrangement, structures and catalytic studies
dc.contributor.authorHan, Y.
dc.contributor.authorHong, Y.-T.
dc.contributor.authorHuynh, H.V.
dc.date.accessioned2014-10-16T08:19:55Z
dc.date.available2014-10-16T08:19:55Z
dc.date.issued2008-09-15
dc.identifier.citationHan, Y., Hong, Y.-T., Huynh, H.V. (2008-09-15). Ag(I) and Pd(II) complexes of a 1,3-dibenzhydryl substituted benzannulated N-heterocyclic carbene: Unexpected rearrangement, structures and catalytic studies. Journal of Organometallic Chemistry 693 (19) : 3159-3165. ScholarBank@NUS Repository. https://doi.org/10.1016/j.jorganchem.2008.06.037
dc.identifier.issn0022328X
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/93060
dc.description.abstractReaction of the sterically bulky 1,3-dibenzhydrylbenzimidazolium bromide (Bh2-bimyH+Br-) (A) with Pd(OAc)2 in DMSO yielded a mono(carbene) Pd(II) complex 1 with a N-bound benzimidazole derivative, which resulted from an unusual NHC rearrangement reaction. Reaction of A with Ag2O, on the other hand, cleanly gave the Ag(I) carbene complex [AgBr(Bh2-bimy)] (2), which has been used as a carbene-transfer agent to prepare the acetonitrile complex trans-[PdBr2(CH3CN)(Bh2-bimy)] (3). Dissociation of acetonitrile from complex 3 and subsequent dimerization afforded the dinuclear Pd(II) complex [PdBr2(Bh2-bimy)]2 (4) in quantitative yield. All complexes were fully characterized by multinuclear NMR spectroscopies, ESI mass spectrometry and X-ray diffraction analysis. Furthermore, the catalytic activity of complex 4 in aqueous Suzuki-Miyaura cross-coupling reactions was studied and compared with that of its previously reported less bulky analogue [PdBr2(iPr2-bimy)]2. © 2008 Elsevier B.V. All rights reserved.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1016/j.jorganchem.2008.06.037
dc.sourceScopus
dc.subjectC-C coupling
dc.subjectHomogeneous catalysis
dc.subjectN-heterocyclic carbene
dc.subjectPalladium
dc.subjectSilver
dc.typeArticle
dc.contributor.departmentCHEMISTRY
dc.description.doi10.1016/j.jorganchem.2008.06.037
dc.description.sourcetitleJournal of Organometallic Chemistry
dc.description.volume693
dc.description.issue19
dc.description.page3159-3165
dc.description.codenJORCA
dc.identifier.isiut000258952500008
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