Synthesis of aromatic tetracyclic tin compounds by template and transmetallation reactions: Alkyl vs aryl migration from tin to nitrogen

详细信息    查看全文

• 作者：Carlos Camacho-Camacho ; Edgar Mijangos ; Maria E. Castillo-Ramos ; Adriana Esparza-Ruiz ; Aurora Vá ; squez-Badillo ; Heinrich Nö ; th ; Angelina Flores-Parra ; Rosalinda Contreras
• 关键词：Tin aromatic heterocyclic ; Hypervalent tin compounds ; Transmetallation and template reactions ; Alkyl group migration from tin to nitrogen
• 刊名：Journal of Organometallic Chemistry
• 出版年：2010
• 出版时间：15 March 2010
• 年：2010
• 卷：695
• 期：6
• 页码：833-840
• 全文大小：673 K

文摘

The syntheses of [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)amine]diphenyltin (1) and [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)amine]dichloro-phenyl-stannate (2) by template reactions using 3,5-di-tert-butylcatechol, aqueous ammonia and SnPh₂Cl₂ are reported. We also report the syntheses of compounds 2, [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)amine]trichloro-stannate (4), [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)methylamine]chloro-methyltin (5), and [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)-n-butylamine]n-butyl-chlorotin (6) and [bis(3,5-di-tert-butyl-2-hydroxy-2-phenyl)amine]n-butyl-dichloro-stannate (7), performed by transmetallation reactions of the octahedral zinc coordination compound Zn[3,5-di-tert-butyl-1,2-quinone-(3,5-di-tert-butyl-2-hydroxy-1-phenyl)imine]₂(3) with SnPhCl₃ or SnPh₂Cl₂, SnCl₄, SnMe₂Cl₂, Sn(nBu)₂Cl₂ and Sn(nBu)Cl₃, respectively. The X-ray diffraction structures of compounds 1, 2, 4 and 6 are reported. The transmetallation reactions with Sn(alkyl)₂Cl₂ afforded pentacoordinated tin compounds, where an alkyl group migrated from tin to nitrogen, while similar reactions with Sn–Ph compounds did not present any phenyl group migration.