X-H Bond Insertion Promoted by Heterogeneous Dirhodium Metal–Organic Cage with Alkynes as Safe Carbene Precursors

Abstract

A facile and efficient methodology for the generation of the C-X (X = Si, B) bond through a carbene insertion process was demonstrated using a dirhodium metal–organic cage, MOC-Rh-1, as a heterogeneous catalyst. A series of functionalized alkynes were utilized as safe carbene precursors to furnish Si-H and B-H insertion products in moderate to excellent yields. These reactions featured a high atom-economy, a broad substrate scope, and mild reaction conditions. Moreover, the as-prepared MOC-Rh-1 catalyst was recovered easily from the reaction system by simple centrifugation and reused for ten runs without a significant loss in activity, which made good use of the valuable precious metal rhodium.

Dirhodium: carbene transformations and beyond

“…Recently, Chen et al reported a dirhodium metal–organic cage that could also be a good catalyst for Si–H and B–H insertion with enynones as the carbene precursors. 46 Importantly, the catalyst could be recovered easily by simple centrifugation and reused for ten runs without a significant loss in activity, which promotes the utilization rate of the valuable precious metal rhodium.…”

Silica/APTPOSS anchored on MnFe 2 O 4 as an efficient nanomagnetic composite for the preparation of spiro- pyrano[2, 3-c]chromene derivatives

“…Therefore, the development of a new e cient strategy for producing these fused heterocyclic structures is imperative. Building upon our previous research endeavors [31][32][33],…”

Tetraphenylethene-based macrocycles with dual-ring topology: synthesis, structures, and applications

“…[20][21][22] Tetraphenylethylene (TPE) is a star molecule of AIE materials, widely used due to its simple synthesis, modification, and unusual luminescence. [23][24][25][26][27][28][29][30][31][32][33][34][35][36] A series of eightshaped double macrocycles can be formed by connecting the benzene rings of TPE in pairs (Scheme 1). These structures have received great attention, leading to a series of studies on the AIE mechanism, ion recognition, and multicolor luminescence.…”