کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1321743 | 1499832 | 2016 | 8 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Facile Suzuki-Miyaura coupling of activated aryl halides using new CpNiBr(NHC) complexes Facile Suzuki-Miyaura coupling of activated aryl halides using new CpNiBr(NHC) complexes](/preview/png/1321743.png)
• Synthesis of nine new Ni(II)-NHC complexes, [CpNiBr(NHC)].
• Symmetric and asymmetric alkyl/-benzyl/phenylethyl substituted NHC complexes of Ni.
• Suzuki-Miyaura coupling of activated aryl halides with phenylboronic acid.
Nine new Ni(II)-NHC complexes, [CpNiBr(NHC)], were synthesised from nickelocene and the corresponding symmetric or asymmetric alkyl/-benzyl/phenylethyl imidazolium bromide ligands in relatively high yield. Access to each of the synthesised symmetric or asymmetric alkyl/benzyl/phenylethyl imidazolium bromide salts was obtained through deprotonation of imidazole, followed by treatment with an alkyl- or aryl halide, which is subsequently followed with reaction of a secondary alkyl-, benzyl-, or phenylethyl halide. The series of [CpNiBr(NHC)] exhibited catalytic activity in the Suzuki-Miyaura coupling of activated aryl halides with phenylboronic acid to give the respective biphenyl and biphenyl-containing products. In general, the more electron-donating NHC-bearing Ni complexes showed higher activity with aryl halides bearing electron-withdrawing functionalities including carboxaldehyde moieties. All complexes were characterised by 1H and 13C NMR spectroscopy, FT-IR spectroscopy, CHN and MS analyses, along with six selected single crystal X-ray structures that are reported here.
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Journal: Journal of Organometallic Chemistry - Volume 813, 1 July 2016, Pages 7–14