37110-11-5Relevant articles and documents
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Armstrong,James,Weissberger
, p. 182,185 (1941)
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Efficient symmetrical bidentate dioxime ligand-accelerated homogeneous palladium-catalyzed Suzuki-Miyaura coupling reactions of aryl chlorides
Song, Jinyi,Zhao, Hongyan,Liu, Yang,Han, Huatao,Li, Zhuofei,Chu, Wenyi,Sun, Zhizhong
supporting information, p. 372 - 376 (2016/12/30)
A series of N,O-bidentate ligands were synthesized using the Vilsmeier-Haack reaction and oximation. 2,5-Dihydroxyterephthalaldehyde dioxime (L8) as an efficient N,O-symmetrical bidentate ligand was prepared from hydroquinone. It was studied as a high activity ligand for palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of aryl chlorides with arylboronic acids under mild conditions. The coupling reactions were performed in the presence of PdCl2 as the catalyst, L8 as the ligand, Na2CO3 as the base, PEG-400 as the PTC and in ethanol/water (1?:?1) as an environmentally benign solvent at 85 °C. Plentiful biaryls were obtained by the optimized reaction with good yields at a low palladium loading of 0.20 mol%.
[60]Fullerene Adducts with Improved Electron Acceptor Properties
Illescas, Beatriz M.,Martin, Nazario
, p. 5986 - 5995 (2007/10/03)
The synthesis of C60-based dyads in which the C60 core is covalently attached to a strong electron acceptor moiety such as quinones, TCNQ or DCNQI derivatives, has been carried out by 1,3-dipolar cycloaddition of "in situ" generated azomethyne ylides or nitrile oxides to C60. As expected, the obtained pyrrolidino[3′,4′:1,2][60]fullerenes exhibit reduction potentials of the C60 framework which are cathodically shifted in comparison with the parent C60. In contrast, isoxazolo[4′,5′:1,2][60]-fullerenes show reduction waves for the fullerene core that are anodically shifted in comparison with the parent C60, which indicates that they are remarkably stronger acceptors than C60.The electron acceptor organic addend also undergoes an anodic shift due to the electronic interaction with the C60 moiety. The molecular geometry of pyrrolidinofullerenes has been calculated at the semiempirical PM3 level and reveals a highly distorted geometry for the acceptor moiety in compound 13, and a most stable conformation in which both dicyanomethylene units are far away from the C60 surface.