Aromatic donor–acceptor interaction promoted catalyst assemblies for hydrolytic kinetic resolution of epichlorohydrin

Abstract

The catalyst activity of bis-acceptor functionalized Co(iii)–salen in hydrolytic kinetic resolution can be fine-tuned by introducing a proper donor compound.

Pyrene-Containing Polymer-Supported Cu/TEMPO Catalytic Systems: Aromatic Stacking-Enhanced Cooperative Catalysis

“…A broad diffraction peak centered at ∼21.4° and a sharp diffraction peak centered at ∼11.6° correspond to a d spacing of ∼0.4 nm and a d spacing of ∼0.8 nm, suggesting the π–π stacking structures within these nanoparticles. , In the presence of aromatic acceptors, charge-transfer transitions between donors and acceptors were evaluated by the UV–vis spectrum (Figure B). When 1 was used to prepare nanoparticles, two absorption bands at 464 and 503 nm could be ascribed to 1 and are characteristic of donor–acceptor interactions, separately. Similarly, a broad absorption band at 493 nm arose from characteristic of donor–acceptor interactions when DD1 was used.…”

“…36,37 In the presence of aromatic acceptors, charge-transfer transitions between donors and acceptors were evaluated by the UV−vis spectrum (Figure 4B). When 1 was used to prepare nanoparticles, two absorption bands at 464 and 503 nm could be ascribed to 1 and are characteristic of donor−acceptor interactions, 33 separately. Similarly, a broad absorption band at 493 nm arose from characteristic of donor−acceptor interactions when DD1 was used.…”

“…An efficient base for aerobic oxidation of benzyl alcohol (BnOH) conducted in water is 4-dimethylaminopyridine (DMAP). , Water-miscible organic solutions of polyaromatic compounds and polymers were precipitated against aqueous solutions of Cu salts, and the hydrophobic nature and aromatic stacking interactions bring the functional groups in close proximity (Scheme ). Furthermore, the aromatic stacking interaction, , especially the aromatic donor–acceptor interaction, has been a valuable tool in supramolecular catalysis and plays an important role in cooperative catalysis. − Thus, it is promising to build a more efficient catalyst by incorporating aromatic stacking interactions into polymer-supported catalysts.…”

Making Chiral Salen Complexes Work with Organocatalysts

“…Our last words go to the latest developments of such dual catalytic systems. Beyond the assembly of two salen complexes by hydrogen bonds, their efficient gathering has also been recently reported through donor–acceptor interactions to promote hydrolytic kinetic resolution benefiting from the cooperativity exerted by (salen)Co complexes hence maintained in close proximity. , Although a field in rapid growth, halogen-bonding offers complementary opportunities to H-bonding but has not been exploited so far in the field of dual catalysis with salen derivatives. Finally, control of the catalytic system was realized by means of an external stimulus with the incorporation of azobenzene units between two (salen)Ti complexes.…”

Chiral Salen Complexes for Asymmetric Heterogeneous Catalysis: Recent Examples for Recycling and Cooperativity

“…More recently, Liang, Liu et al . synthesized three generations of Co‐salen complexes containing electron deficient aromatic moieties, and studied the enhancement of cooperativity obtained after adding a proper electron rich compound . Aromatic diimides were used as acceptor units attached to the salen core and a variety of aromatic donor compounds including 1,5‐dimethoxynaphtalene (DMN), pyrene, perylene and coronene were tested (Scheme ).…”