Department of Chemistry, School of Sciences, Hakim Sabzevari University, Sabzevar 96179-76487, Iran.
Dalton Trans. 2014 Jan 28;43(4):1550-63. doi: 10.1039/c3dt51594j.
A novel magnetic inorganic-organic nanohybrid material H6P2W18O62/pyridino-Fe3O4 (HPA/TPI-Fe3O4) was fabricated and performed as an efficient, eco-friendly, and highly recyclable catalyst for the solvent-free, one-pot, and multi-component synthesis of various substituted 1-amidoalkyl-2-naphthols from the reaction of β-naphthol, an aldehyde, and benzamide with good to excellent yields (47-94%) and in a short span of time (25-60 min). The nanohybrid catalyst was prepared by the chemical anchoring of Wells-Dawson heteropolyacid H6P2W18O62 onto the surface of modified Fe3O4 nanoparticles with N-[3-(triethoxysilyl)propyl]isonicotinamide (TPI) linker. The magnetically recoverable catalyst was easily recycled at least eight times without any loss of catalytic activity. XRD, TEM, UV-vis, and FTIR confirmed that the heteropolyacid H6P2W18O62 is well dispersed on the surface of the solid support and its structure is retained after immobilization on the pyridine modified Fe3O4 nanoparticles. This protocol is developed as a safe and convenient alternate method for the synthesis of 1-amidoalkyl-2-naphthols utilizing an eco-friendly, and a highly reusable catalyst.
一种新型的磁性无机-有机纳米杂化材料 H6P2W18O62/吡啶基-Fe3O4(HPA/TPI-Fe3O4)被制备出来,并被用作一种高效、环保且可高度回收的催化剂,用于无溶剂、一锅法和多组分合成各种取代的 1-酰胺基烷基-2-萘酚,反应原料为β-萘酚、醛和苯甲酰胺,产率为 47-94%,反应时间短(25-60 分钟)。纳米杂化催化剂是通过将 Wells-Dawson 杂多酸 H6P2W18O62 通过 N-[3-(三乙氧基硅基)丙基]异烟酰胺(TPI)链接子化学锚定到改性的 Fe3O4 纳米粒子表面制备的。磁性可回收催化剂可至少重复使用八次,而不会失去催化活性。XRD、TEM、UV-vis 和 FTIR 证实,杂多酸 H6P2W18O62 很好地分散在固体载体表面上,并且在固载到吡啶改性的 Fe3O4 纳米粒子上后其结构得以保留。该方案开发了一种安全、方便的替代方法,利用环保且可高度回收的催化剂合成 1-酰胺基烷基-2-萘酚。