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BielawskiChristopher W

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Synthesis and Study of Palladium(II) and Platinum(II) Complexes Supported by a Common "Wingtip" N-Heterocyclic Carbene

Author(s)
Dinda, JoydevJhulki, LalmohanKisan, Hemanta K.Mahapatra, Pradip K.Isab, Anvarhusein A.Bielawski, Christopher W.
Issued Date
2018-10
DOI
10.1002/slct.201802510
URI
https://scholarworks.unist.ac.kr/handle/201301/25093
Fulltext
https://onlinelibrary.wiley.com/doi/abs/10.1002/slct.201802510
Citation
CHEMISTRYSELECT, v.3, no.38, pp.10732 - 10737
Abstract
Two annulated imidazolium salts, 2-(phenyl)imidazo[1,5-a]pyridin-4-ylium hexafluorophosphate 1 center dot H(PF6) and 1-methyl-2-(phenyl)imidazo[1,5-a]pyridin-4-ylium hexafluorophosphate 2 center dot H(PF6), were synthesized via formylative cyclization of the corresponding Schiff bases followed by anion metathesis with KPF6. Independently treating 1 center dot H(PF6) or 2 center dot H(PF6) with silver oxide and then palladium chloride in acetonitrile led to the formation of the complexes [Pd(1)(2)Cl(CH3CN)]PF6 (1a) and [Pd(2)(2)Cl(CH3CN)]PF6 (2a), respectively. Likewise, [Pt(1)(2)Cl(CH3CN)]PF6 (1b) and [Pt(2)(2)Cl(CH3CN)]PF6 (2b) were synthesized using similar transmetallation chemistry. The complexes were characterized using various spectroscopic techniques and the solid state structures of 1-H(PF6) as well as 2a were elucidated using X-ray diffraction analyses. A series of DFT calculations were also performed to gain further insight into the respective structures of the complexes. Complexes 1a and 2a were found to facilitate Suzuki coupling reactions under relatively mild conditions.
Publisher
WILEY-V C H VERLAG GMBH
ISSN
2365-6549
Keyword (Author)
Annulated carbeneCoupling reactionN-heterocyclic carbene (NHC)Pd(II)-NHCPt(II)-NHC
Keyword
CROSS-COUPLING REACTIONSSUZUKI-MIYAURA REACTIONCATALYTIC-ACTIVITYALLYLIC SUBSTITUTIONIMIDAZOLIUM SALTSPINCER COMPLEXESMETAL-COMPLEXESNHC COMPLEXESLIGANDSCHEMISTRY

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