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https://doi.org/10.1021/om060006i
DC Field | Value | |
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dc.title | Benzothiazolin-2-ylidene Complexes of Iridium(I) | |
dc.contributor.author | Huynh, H.V. | |
dc.contributor.author | Meier, N. | |
dc.contributor.author | Pape, T. | |
dc.contributor.author | Hahn, F.E. | |
dc.date.accessioned | 2014-10-16T08:21:11Z | |
dc.date.available | 2014-10-16T08:21:11Z | |
dc.date.issued | 2006-06-05 | |
dc.identifier.citation | Huynh, H.V., Meier, N., Pape, T., Hahn, F.E. (2006-06-05). Benzothiazolin-2-ylidene Complexes of Iridium(I). Organometallics 25 (12) : 3012-3018. ScholarBank@NUS Repository. https://doi.org/10.1021/om060006i | |
dc.identifier.issn | 02767333 | |
dc.identifier.uri | http://scholarbank.nus.edu.sg/handle/10635/93167 | |
dc.description.abstract | The reaction of allyl bromide with benzothiazole under neat conditions furnished 3-(2-propenyl)-benzothiazolium bromide, (H-1)Br, in high yield. Attempts to synthesize the corresponding carbene dimer by deprotonation of (H-1)+ led to the isolation of the rearrangement product 2,3-di(2-propenyl)-2′,3′-dihydro-2,2′-bisbenzothiazole (2). The reaction of [Ir(μ-OMe)(cod)]2 with the salt (H-1)Br unexpectedly afforded [IrBr(cod)(benzothiazole)] (3) (cod = 1,5-cyclooctadiene), which contained an N-coordinated unsubstituted benzothiazole ligand. The formation of carbene complexes of IrI with the benzothiazolin-2- ylidene ligand could be achieved via precoordination of the allyl substituent of (H-1)+ to [Ir(cod)-(MeCN)2]BF4 and subsequent deprotonation at the C2 position of (H-1)+ by addition of base. The use of NaH as external base yielded the square planar IrI complex 4 with an N-propyl-substituted carbene ligand, while deprotonation with KO tBu gave the five-coordinated IrI complex [IrBr(cod)(η2-1)], 5. Displacement of the cod ligand in complex 4 by two CO ligands afforded the complex [IrBr(CO)2(NHC)] (NHC = 3-propylbenzothiazolin-2-ylidene), 6, which allowed an estimation of the σ-donor capabilities of benzothiazolin-2-ylidene ligands. Compounds 1-6 have been characterized spectroscopically, and the molecular structures of (H-1)Br and 2-5 were determined by X-ray diffraction. © 2006 American Chemical Society. | |
dc.description.uri | http://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1021/om060006i | |
dc.source | Scopus | |
dc.type | Article | |
dc.contributor.department | CHEMISTRY | |
dc.description.doi | 10.1021/om060006i | |
dc.description.sourcetitle | Organometallics | |
dc.description.volume | 25 | |
dc.description.issue | 12 | |
dc.description.page | 3012-3018 | |
dc.description.coden | ORGND | |
dc.identifier.isiut | 000237921000019 | |
Appears in Collections: | Staff Publications |
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