Abstract
Three 2D coordination polymers, [Cu2(µ4-dpa)(bipy)2(H2O)]n∙6nH2O (1), [Mn2(µ6-dpa)(bipy)2]n (2), and [Zn2(µ4-dpa)(bipy)2(H2O)2]n·2nH2O (3), were prepared by a hydrothermal method using metal(II) chloride salts, 3-(2′,4′-dicarboxylphenoxy)phthalic acid (H4dpa) as a linker, as well as 2,2′-bipyridine (bipy) as a crystallization mediator. Compounds 1–3 were obtained as crystalline solids and fully characterized. The structures of 1–3 were established by single-crystal X-ray diffraction, revealing 2D metal-organic networks of sql, 3,6L66, and hcb topological types. Thermal stability and catalytic behavior of 1–3 were also studied. In particular, zinc(II) coordination polymer 3 functions as a highly active and recoverable heterogeneous catalyst in the mild cyanosilylation of benzaldehydes with trimethylsilyl cyanide to give cyanohydrin derivatives. The influence of various parameters was investigated, including a time of reaction, a loading of catalyst and its recycling, an effect of solvent type, and a substrate scope. As a result, up to 93% product yields were attained in a catalyst recoverable and reusable system when exploring 4-nitrobenzaldehyde as a model substrate. This study contributes to widening the types of multifunctional polycarboxylic acid linkers for the design of novel coordination polymers with notable applications in heterogeneous catalysis.
Highlights
Functional coordination polymers (CPs) and derived materials have been of a special focus in recent years owing to important structural characteristics of these compounds [1,2,3], intrinsic properties [4,5], and a broad diversity of applications [6,7,8,9,10] including in the field of catalysis [11,12,13,14,15,16,17]
H4dpa as a linker, NaOH as a base for deprotonation of carboxylic acid groups, and ◦2,2′as a mediator of crystallization were subjected to hydrothermal synthesis (3 days, 160 C), bipyridine as a mediator of crystallization were subjected to hydrothermal synthesis
We explored a still poorly studied tetracaboxylic acid, 3-(20,40 -dicarboxyl phenoxy)phthalic acid (H4 dpa), as a multifunctional linker for the hydrothermal synthesis of new CPs
Summary
Functional coordination polymers (CPs) and derived materials have been of a special focus in recent years owing to important structural characteristics of these compounds [1,2,3], intrinsic properties [4,5], and a broad diversity of applications [6,7,8,9,10] including in the field of catalysis [11,12,13,14,15,16,17]. The development of new catalytic systems incorporating coordination polymers with target structures and functionalities continues to be a challenging area, since the assembly of CPs can be affected by a diversity of factors. These include the nature of metal centers, organic linkers and supporting ligands, stoichiometry, and various reaction conditions [18,19,20,21,22,23,24]. The use of tranC-C bond formation which is and usedfine for chemistry the preparation of cyanohydrins—key presition metal complexes or coordination cyanosilylation reactions is gaining cursors for some pharmaceutical and fine polymers chemistry in products [28,29].
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