Pyridine-hydrazone ligands in enantioselective palladium-catalyzed Suzuki-Miyaura cross-couplings

详细信息    查看全文

• 作者：Yolanda Á ; lvarez-Casao^a ; Beatriz Estepa^a ; David Monge^a ; ; Abel Ros^b ; Javier Iglesias-Sig&uuml ; enza^a ; Eleuterio Á ; lvarez^b ; Rosario Ferná ; ndez^a ; ^{ffernan@us.es" class="auth_mail" title="E-mail the corresponding author} ; José ; M. Lassaletta^b ; ^{jmlassa@iiq.csic.es" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Cross-coupling ; N-Ligands ; Asymmetric catalysis ; Palladium ; Biaryls
• 刊名：Tetrahedron
• 出版年：2016
• 出版时间：25 August 2016
• 年：2016
• 卷：72
• 期：34
• 页码：5184-5190
• 全文大小：748 K

文摘

The geometries and coordination properties of modular pyridine–hydrazone N,N-ligands containing m>Cm>₂-symmetric m>transm>-2,5-diphenylpyrrolidine and m>transm>-2,5-diphenylpiperidine as the terminal dialkylamino units have been analyzed by X-ray diffraction analysis of [PdCl₂(N,N)] complexes [(N,N)=pyridine hydrazone ligand]. In combination with Pd(OAc)₂ as the precatalyst, these ligands provide high enantioselectivities (up to 95:5 er) in asymmetric Suzuki–Miyaura cross couplings of 2-methoxy-1-naphthyl bromides with 1-naphthyl and 2-tolyl boronic acids.