کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1321528 | 1499894 | 2013 | 8 صفحه PDF | دانلود رایگان |
• A series of α-imino–amido ligands were synthesized and the solid structures of palladium complexes were revealed.
• Catalytic efficiency of α-imino–amido ligands on Suzuki–Miyaura cross-coupling was explored.
• The catalytic system showed high activity toward aryl bromides and chlorides.
In the present work, a series of steric substituted α-imino–amido palladium complexes, {[Ar–NC(CH3)–C(CH3)(R)–NH–Ar]PdCl2} (C1, R = Me, Ar = 2,6-dimethylphenyl; C2, R = Me, Ar = 2,6-diisopropylphenyl; C3, R = CH2Ph, Ar = 2,6-dimethylphenyl; C4, R = CH2Ph, Ar = 2,6-diisopropylphenyl), were synthesized and characterized. The structures of palladium complexes C3 and C4 were elucidated by X-ray diffraction. These bidentate nitrogen ligands were applied in palladium-catalyzed Suzuki–Miyaura cross-coupling reactions. The effect of ligand substitution as well as reaction conditions on catalytic activity was evaluated. Under the optimization process, the less bulky and electron-donating ligand were successfully used to catalyze the reaction of a variety of aryl bromides and chlorides with arylboronic acids, giving the desired biaryl products in high yields.
A series of α-imino–amido ligands with different steric hindrance have been synthesized and were examined for Suzuki–Miyaura coupling reactions. Under the optimized conditions, it demonstrated a significant advance in the efficiency of the cross-coupling of aryl bromides and aryl chlorides with arylboronic acids to produce the biaryl products.Figure optionsDownload as PowerPoint slide
Journal: Journal of Organometallic Chemistry - Volumes 745–746, 15 November 2013, Pages 158–165