Synthesis, characterization and low temperature self assembling of (¦Ç³-allyl)palladium complexes with 2-pyridyl-1,2,3-triazole bidentate ligands. Study of?the?catalytic activity in Suzuki-Miyaura reaction

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• 作者：Emanuele Amadio ; Alberto Scrivanti ; Gavino Chessa ; Ugo Matteoli ; Valentina Beghetto ; Matteo Bertoldini ; Marzio Rancan ; Aless ; ro Dolmella ; Alfonso Venzo ; Roberta Bertani
• 关键词：Pyridyl-triazole ligand ; &ldquo ; Click chemistry&rdquo ; Palladium-allyl complex ; Supramolecular interactions ; Suzuki&ndash ; Miyaura reaction
• 刊名：Journal of Organometallic Chemistry
• 出版年：2012
• 出版时间：1 October, 2012
• 年：2012
• 卷：716
• 期：Complete
• 页码：193-200
• 全文大小：423 K

文摘

The cationic complexes [Pd(¦Ç³-C₃H₅)(2-((4-propyl-1H-1,2,3-triazol-1-yl)methyl)pyridine)](X) (2: X?=?BF₄^?, 3: X?=?ClO₄^?), and [Pd(¦Ç³-2-CH₃-C₃H₄)(2-((4-propyl-1H-1,2,3-triazol-1-yl)methyl)-pyridine)](BF₄^?) (4) have been synthesized by reacting the appropriate palladium-allyl precursor with 2-((4-propyl-1H-1,2,3-triazol-1-yl)methyl)pyridine in the presence of AgBF₄ or AgClO₄. The solid-state structure of 2 has been determined by single-crystal X-ray diffraction analysis. According to ¹H NMR spectroscopy the allyl protons undergo syn-syn, anti-anti exchange. ¹H NMR spectroscopy reveals that in acetone at temperatures lower than 223?K these complexes form aggregates the stability of which is attributed to solvophobic interactions. Complex 2 is an active catalyst for the S-M coupling of aryl bromides with phenylboronic acid; good reaction rates are obtained only with activated substrates, whereas with deactivated substrates catalyst decomposition to palladium black occurs.