The importance of cooperative hydrogen-bonding effects and SiOH-acidification is described for silanediol catalysis. NMR binding, X-ray, and computational studies provide support for a unique dimer resulting from silanediol self-recognition. The significance of this cooperative hydrogen-bonding is demonstrated using novel fluorinated silanediol catalysts for the addition of indoles and N,N-dimethyl-m-anisidine to trans-β-nitrostyrene.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/ol202971m | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Molecular Dynamics Simulation of the Compatibility Between Supercritical Carbon Dioxide and Coating Resins Assisted by Co-Solvents.
Materials (Basel)
December 2024
Shanghai Key Laboratory of Atmospheric Particle Pollution and Prevention (LAP3), Institute of Environmental Science, Fudan University, Shanghai 200433, China.
The use of supercritical carbon dioxide (ScCO) as a replacement for volatile organic solvents in coatings has the potential to reduce air pollution. This paper presents the findings of a molecular dynamics simulation study investigating the dissolution behavior of polyvinylidene fluoride (PVDF) in ScCO assisted by five co-solvents. On the basis of solubility parameters, interaction binding energy, and radial distribution functions, the impacts of temperature, pressure, and co-solvents on the compatibility of ScCO and PVDF were investigated at the microscopic level.
View Article and Find Full Text PDFSubstituent Effects on Cooperativity in Three-Component H-Bond Networks Involving Phenol-Phenol Interactions.
J Am Chem Soc
January 2025
Yusuf Hamied Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1 EW, U.K.
Cooperativity between H-bonding interactions in networks is a fundamental aspect of solvation and self-assembly in molecular systems. The interaction of a series of bisphenols, which make an intramolecular H-bond between the two hydroxyl groups, and quinuclidine was used to quantify cooperativity in three-component networks. The presence of the intramolecular H-bond in the bisphenols was established by using H NMR spectroscopy in solution and X-ray crystallography in the solid state.
View Article and Find Full Text PDFSurface Decoration of Cellulose With Trifluoromethylphenyl Substituted Thiourea: A Robust Hydrogen-Bonding Catalyst in Conjunction With L-Proline for the Asymmetric Direct Mannich Reaction.
Biopolymers
January 2025
Department of Chemistry, Faculty of Engineering and Science, Bursa Technical University, Bursa, Turkey.
Cellulose is one of the most abundant biopolymers in nature. Despite being the subject of research in various fields, it is not as famous as chitosan in catalyst design. Herein, a novel thiourea-functionalized cellulose (CTU-6) was synthesized as a robust hydrogen bonding catalyst with the degree of substitution (DS) of 0.
View Article and Find Full Text PDFStructure-property relationships to direct the dynamic properties of acylsemicarbazide-based materials.
Polym Chem
December 2024
Department of Chemical Engineering & Chemistry and Institute for Complex Molecular Systems, Eindhoven University of Technology P.O. Box 513 5600 MB Eindhoven The Netherlands
Secondary interactions, such as hydrogen bonding or phase separation, can enhance the stability of dynamic covalent materials without compromising on desired dynamic properties. Here, we investigate the combination of multiple secondary interactions in dynamic covalent materials based on acylsemicarbazides (ASCs), with the aim of achieving tunable material properties. The effects of different ASC substituents on the dynamic covalent and hydrogen bonding capabilities were investigated in a small molecule study using a combined experimental and theoretical approach, and revealed the presence of cooperative hydrogen-bonding interactions in 2 directions in one of the derivatives.
View Article and Find Full Text PDFUnraveling the mechanism: How does β-phosphoglucomutase from the haloacid dehalogenase superfamily catalyze the interconversion of β-d-glucose 1-phosphate and β-d-glucose 6-phosphate? A chemical perspective.
J Inorg Biochem
March 2025
Key Laboratory of Theoretical and Computational Photochemistry, Ministry of Education, College of Chemistry, Beijing Normal University, Beijing 100875, PR China. Electronic address:
The catalytic mechanisms of enzymes can be phylogenetically mapped corresponding to their catalytic structures. This mapping effectively elucidates the diversity of enzyme catalytic mechanisms and the emergence of new enzymatic activities within enzyme superfamilies. The haloacid dehalogenase (HAD) superfamily serves as an exemplary model system for comprehending the co-evolution of catalytic structures and mechanisms.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!