‘Click’ Dendritic Phosphines: Design, Synthesis, Application in Suzuki Coupling, and Recycling by Nanofiltration

Abstract

A new synthetic route towards stable molecular-weight enlarged monodentate phosphine ligands via click chemistry was developed. These ligands were applied in the Pd-catalyzed SuzukiMiyaura coupling of aryl halides and phenyl boronic acid. The supported systems show very similar activities compared to the unsupported analogues. Moreover, recycling experiments by means of nanofiltration using ceramic nanofiltration membranes demonstrate that these systems can be recovered and reused efficiently.

Efficacies of multivalent vs monovalent poly(ether imine) dendritic catalysts within a generation in multiple C–C bond forming reactions

“…Also high enantioselectivities in the hydrogenation of several dehydroamino acids and enamides using rhodium functionalized poly(benzyl ether) dendrimers were demonstrated [13]. Suzuki coupling reaction by using dendritic monodentate phosphine ligand synthesized via 'click' chemistry was reported by Vogt and co-workers [14] and the catalysts recyclability through ceramic nanofiltration membranes was demonstrated. Positive dendritic effects were also observed in SuzukieMiyaura reaction of non-activated aryl halides [15e17].…”

Effect of sol size on nanofiltration performance of a sol–gel derived microporous zirconia membrane

“…In comparison with SiO 2 -based materials, TiO 2 and ZrO 2 materials exhibit much higher chemical stability and, hence, much research work is focused on the development of TiO 2 and ZrO 2 NF membranes [1]. These NF membranes hold great promise for the separation and purification of catalyst [20], dyes [21], and heavy mental ions [22,23] via the charging mechanism and sieving effect. However, the investigation on the relationship between titania and/or zirconia sol size and NF performance of those membranes is scarce.…”

Fourfold Suzuki–Miyaura and Sonogashira Cross‐Coupling Reactions on Tetrahedral Methane and Adamantane Derivatives

“…[5] Besides their predisposition to assemble in a single well defined 3-D network, it is the ease by which they can be modified which makes organic tetrahedral building units so popular. We [6] and others [7] have recently adapted the Huisgen 1,3-dipolar cycloaddition reaction to generate tetrapodal building units. This high-yielding process can be used to obtain a variety of building blocks with different recogni-these shape-persistent molecular tectons.…”