Highly active thiol-functionalized SBA-15 supported palladium catalyst for Sonogashira and Suzuki–Miyaura cross-coupling reactions

Abstract

ARTICLE This journal isHighly ordered mesoporous silica SBA-15 with pendent 3-mercaptopropyl group has been prepared by condensation of surface silanols and (3-mercaptopropyl)trimethoxysilane. Treatment of the mercaptopropylated SBA-15 with (CH 3 CN) 2 PdCl 2 gave a heterogeneous Pd-catalyst. The immobilized Pd-catalyst served as an efficient heterogeneous catalyst for Sonogashira and Suzuki-Miyaura cross coupling reactions of aryl halides. Furthermore, the SBA-15 supported Pd-catalyst was recovered by a simple filtration from the reaction mixture and reused five times without significant loss of its catalytic activity.

Palladium‐anchored multidentate SBA‐15/di‐urea nanoreactor: A highly active catalyst for Suzuki coupling reaction

“…Sarkar et al . prepared a thiol‐modified SBA‐15‐supported Pd catalyst for Suzuki coupling reaction under mild reaction conditions . Ghorbani‐Vaghei et al .…”

Applications of SBA-15 supported Pd metal catalysts as nanoreactors in C–C coupling reactions

“…Another catalyst based on SBA-15 has been produced via treatment of the mercaptopropylated SBA-15 with (CH 3 CN) 2 PdCl 2 to yield a heterogeneous Pd-catalyst, SBA-15-SH-Pd (42), with a 0.1 mol% Pd loading ( Scheme 54 ). 96 …”

“…Moreover, the heterogenized Pd-catalyst was recycled five times without significant loss of its catalytic activity. 96 …”

Solid-Supported Palladium Catalysts in Sonogashira Reactions: Recent Developments

“…The hot filtration test indicates that the reaction follows a heterogeneous pathway. Moreover, SBA-15 with pendent 3-mercaptopropyl groups 44 was prepared and used as catalyst under similar reaction conditions, giving the expected products in excellent yields ( Figure 15) [83]. A slight decrease of the activity of the catalysts was observed after its recovery and reuse in six consecutive runs.…”