On the role of DNA in DNA-based catalytic enantioselective conjugate addition reactions.

University of Groningen On the Role of DNA in DNA-based Catalytic Enantioselective Conjugate Addition Reactions

Efficient Suzuki and Sonogashira coupling reactions catalyzed by Pd/DNA@MWCNTs in green solvents and under mild conditions

The palladium nanoparticles were immobilized on DNA-modified multi walled carbon nanotubes as stable and powerful heterogeneous catalyst. The catalyst was characterized by FT-IR spectroscopy, UV-Vis spectroscopy, field emission scanning electron microscopy, X-ray diffraction, transmission electron microscopy, inductively coupled plasma and elemental analysis. DNA as a well-defined structure and...

DNA-based asymmetric catalysis.

The unique chiral structure of DNA has been a source of inspiration for the development of a new class of bio-inspired catalysts. The novel concept of DNA-based asymmetric catalysis, which was introduced only five years ago, has been applied successfully in a variety of catalytic enantioselective reactions. In this tutorial review, the ideas behind this novel concept will be introduced, an over...

Enantioselective Catalytic Conjugate Addition of Dialkylzinc Reagents using Copper±Phosphoramidite Complexes; Ligand Variation and Non-linear Effects

ÐA variety of new chiral phosphoramidites was synthesised and tested in the copper-catalysed enantioselective conjugate addition of diethylzinc to cyclohexenone and chalcone in order to assess the structural features that are important for stereocontrol. A sterically demanding amine moiety is essential to reach high e.e.'s. Enantioselectivities for chalcones up to 89% and for cyclic enones up t...

Organic co-solvents in aqueous DNA-based asymmetric catalysis.

Water-miscible organic co-solvents can be used in DNA-based catalytic asymmetric reactions at appreciable concentration without a negative effect on enantioselectivity. While the rate of the copper(II) Diels-Alder reaction is affected negatively by the presence of organic co-solvents, the copper(II) catalyzed Michael addition and Friedel-Crafts alkylation reaction are significantly faster. Addi...