How does density functional theory (DFT) aid in the study and synthesis of compounds through Suzuki couplings?
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Density functional theory (DFT) plays a crucial role in understanding and synthesizing compounds through Suzuki couplings by providing valuable insights into the structural and electronic properties of the synthesized molecules. DFT computations aid in refining the understanding of catalytic mechanisms, determining the structural characteristics of synthesized analogues, and providing information on the frontier orbitals and reactivity descriptors of the compounds. Additionally, DFT modeling studies help in elucidating the structures and possible transformations of intermediate pairs, supporting the regioselectivity of reactions and the formation of unique products. Overall, DFT serves as a powerful tool in predicting and analyzing the behavior of molecules involved in Suzuki couplings, contributing significantly to the advancement of synthetic chemistry.
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| Papers (5) | Insight |
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3 Citations | Density functional theory (DFT) in Suzuki couplings aids in determining structural characteristics, frontier molecular orbitals (FMOs), and reactivity descriptors like ionization energy, electron affinity, and chemical hardness for synthesized compounds. |
| Density functional theory (DFT) is not addressed in the paper. | |
| DFT modeling in the paper elucidates the regioselectivity of hydrodebromination and formation of unique products in Suzuki couplings, aiding in mechanistic understanding and synthetic protocol design. | |
| Density functional theory (DFT) aids in studying structural and electronic properties of compounds synthesized via Suzuki couplings by providing insights into frontier orbitals, reactivity descriptors, and stability assessments. | |
18 Citations | Density functional theory (DFT) in Suzuki couplings refines catalytic mechanism understanding by analyzing bottlenecks like oxidative addition, X-to-O substitution, and transmetallation, enhancing compound synthesis. |
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How to use Suzuki-Miyaura coupling to add electronic donors on organic molecules ?4 answersThe Suzuki-Miyaura coupling reaction can be used to add electronic donors on organic molecules. Various catalytic systems have been developed for this purpose, including organochalcogen compounds as ligands in homogeneous catalytic systems. Additionally, heterogeneous and nano-catalytic systems have been designed using organosulphur, organoselenium, and organotellurium compounds, which offer advantages such as easy synthesis and air- and moisture-insensitivity. The effect of the chalcogen donor on the size, composition, morphology, and shape of the nanostructure has been analyzed. Factors such as temperature, binding mode, ligand framework, chalcogen donor atom, and metal also influence the catalytic potential of these systems. Green catalysis in aqueous medium and in air, as well as the use of non-conventional energy sources like ultrasonic radiation, have been explored. These catalytic systems have also found applications beyond Suzuki coupling.
What is density functional theory?4 answersDensity functional theory (DFT) is a rapidly developing branch of many-particle physics that has applications in various fields such as atomic, molecular, solid state, and nuclear physics. DFT is an essential tool for calculating ground state properties of atoms and molecules from first principles. It provides a conceptual framework and derives explicit functionals to describe Coulomb systems, both non-relativistic and relativistic. DFT focuses on the electron density rather than the wave function and argues that the ground state energy of a system is determined by the electron density. It is widely used in chemical physics, condensed matter physics, and materials science due to its conceptual simplicity and computational efficiency. DFT has become increasingly important with the availability of various program packages for electronic structure calculations.
How is suzuki-miyaura reaction associated with green chemistry?4 answersThe Suzuki-Miyaura cross-coupling reaction is associated with green chemistry by utilizing eco-friendly products and green media. This reaction involves the formation of carbon-carbon bonds using catalysts such as palladium or nickel, and boric acids or esters of boric acids with organic halides or pseudohalides. One approach to make this reaction more environmentally friendly is the use of magnetic nanoparticles as catalysts, which can be easily recovered and reused under environmentally friendly conditions. Another strategy is the implementation of green chemistry principles in the reaction, such as the use of ionic liquids, water, and microwave irradiations, to minimize the use of harmful chemicals and reduce environmental hazards. Overall, the Suzuki-Miyaura reaction has been adapted to greener conditions by using efficient catalysts and environmentally-benign media, making it a more sustainable and eco-friendly method for carbon-carbon bond formation.
Does effect of pH matters in suzuki coupling reaction?5 answersThe pH of the reaction system in Suzuki coupling reactions has been found to have an effect on the efficiency of the coupling process. In one study, it was observed that the presence of CO2 altered the pH of the aqueous phase, resulting in higher yields of coupled products for certain substrates. Another study found that the acidic proton of the guanine moiety in unprotected halonucleosides could coordinate to palladium, leading to slower rates of coupling. The Suzuki coupling reaction is particularly attractive due to its tolerance of functional groups and compatibility with a range of solvents, including water. Chemoselective ligation of peptides using the Suzuki-Miyaura cross-coupling reaction has been achieved at or near physiological temperature in an aqueous solution, demonstrating the compatibility of the reaction with naturally present and artificially introduced functional groups. The stereochemical course of the Suzuki-Miyaura coupling can be switched by the choice of acidic additives, resulting in either invertive or retention of configuration.
How can DFT be used to study pyrazolines?5 answersDFT (Density Functional Theory) can be used to study pyrazolines in several ways. Firstly, DFT calculations can provide structural, electronic, and photo-physical properties of pyrazoline derivatives, as demonstrated by Praveena et al.. These calculations can help in understanding the molecular properties and behavior of pyrazolines. Additionally, DFT/TD-DFT calculations can provide theoretical data, including the molecular electrostatic potential (MEP) map and the energy gap between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO), as shown by Hama Salih et al.. These calculations can provide insights into the electronic properties and reactivity of pyrazolines. Furthermore, DFT calculations can be used to study the intermolecular interactions and crystal packing of pyrazoline derivatives, as discussed by Praveena et al.. These calculations can help in understanding the solid-state properties and potential applications of pyrazolines. Overall, DFT is a valuable tool for investigating the properties and behavior of pyrazolines.