New Journal of Chemistry p. 13329 - 13338 (2018)
Update date:2022-08-11
Topics:
Zhao, Zhi-Xiang
Hu, Ze-Liang
Yu, Shao-Cong
Liu, Qing-Xiang
Three bis-azolium salts, 1,8-bis[3′-(N-R-azoliumyl)propoxy]-9,10-anthraquinone hexafluorophosphate L1H2(PF6)2-L2H2(PF6)2 (R = ethyl or picolyl, azoliumyl = imidazoliumyl or benzimidazoliumyl) and 1,3-bis[8′-(3′′-(N-ethyl-imidazoliumyl)propoxy)anthraquinon-l-yloxy]propane hexafluorophosphate (L3H2(PF6)2), as well as their three macrometallocycle N-heterocyclic carbene mercury(ii) complexes [L1′HgBr2] (1), [L2Hg](PF6)2 (3) and [L3Hg](PF6)2 (3) were prepared and characterized by 1H NMR and 13C NMR spectroscopy and X-ray crystallography. In complexes 1-3, each macrometallocycle (18-membered macrometallocycle for 1, one 18-membered and two 6-membered macrometallocycles for 2, and 28-membered macrometallocycle for 3) was formed by one biscarbene ligand (L1′ for 1, L2 for 2, and L3 for 3) and one Hg(ii) ion. Interestingly, the carbonyl group on the 9-position in complex 1 reacted with two acetonitrile molecules in the presence of the strong base KOtBu through losing one molecule of H2O to form L1′. As a result, two-CH2CN units were introduced to anthraquinone, in which the two-CH2CN units lie on two flanks of the anthraquinone plane. In the crystal packings of 1-3, 2D supramolecular layers and 3D supramolecular frameworks are formed via hydrogen bonds and ππ interactions. Additionally, the catalytic activity of the L1-Pd(ii) complex in situ in the Suzuki-Miyaura reaction was studied. The results show that this catalyst is efficient in the Suzuki-Miyaura reaction.
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