Effect of carbonates/phosphates as nucleophilic catalysts in dimethylformamide for efficient cyanosilylation of aldehydes and ketones.

Proc Natl Acad Sci U S A

Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, University Park, Los Angeles, CA 90089-1661, USA.

Published: February 2007

Cyanosilylation of aldehydes and aliphatic ketones can be carried out in dimethylformamide even without the use of any catalyst. In the presence of nucleophilic catalysts such as carbonate and phosphate salts, the reaction rate is significantly enhanced.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC1805593PMC
http://dx.doi.org/10.1073/pnas.0611309104DOI Listing

Publication Analysis

Top Keywords

nucleophilic catalysts
8
cyanosilylation aldehydes
8
carbonates/phosphates nucleophilic
4
catalysts dimethylformamide
4
dimethylformamide efficient
4
efficient cyanosilylation
4
aldehydes ketones
4
ketones cyanosilylation
4
aldehydes aliphatic
4
aliphatic ketones
4

Similar Publications

This study introduces a novel method for functionalizing natural asphalt, presenting new opportunities for upgrading asphaltenes from road to a catalyst. The process utilizes a metal-free sonobromination technique in acetic acid to incorporate carbon-halogen substituents onto natural asphalt. These sites are then targeted by nucleophilic substitution with diethanolamine, followed by complexation with Pd(0) to create a unique palladium complex grafted onto natural asphalt.

View Article and Find Full Text PDF

HPO promoted reactions of thioamides with 2-substituted benzyl alcohols.

Org Biomol Chem

January 2025

Department of Chemistry, University of Calcutta, 92, A. P. C. Road, Kolkata - 700 009, West Bengal, India.

In this study, we have investigated the reactivity of thioamides with alcohols by utilizing HPO as a low-toxicity, cost-effective Brønsted acid catalyst. This report includes a methodology for the synthesis of thioesters from thioamides and 2-hydroxyaryl alcohols. Thioesters are emerging as a notable class of organic molecules due to their biological relevance, extensive use in drug discovery, and industrial applications.

View Article and Find Full Text PDF

Catalytic Enantioselective Nucleophilic Amination of α-Halo Carbonyl Compounds with Free Amines.

J Am Chem Soc

December 2024

Department of Chemistry and the Hong Kong Branch of Chinese National Engineering Research Centre for Tissue Restoration & Reconstruction, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR 999077, China.

Catalytic enantioselective substitution of the readily available racemic α-halo carbonyl compounds by nitrogen nucleophiles represents one of the most convenient and direct approaches to access enantioenriched α-amino carbonyl compounds. Distinct from the two available strategies involving radicals and enolate ions, herein we have developed a new protocol featuring an electronically opposite way to weaken/cleave the carbon-halogen bond. A suitable chiral anion-based catalyst enables effective asymmetric control over the key positively charged intermediates.

View Article and Find Full Text PDF

Base-catalyzed thiol-epoxy reactions: Energetic and kinetic evaluations.

J Mol Graph Model

December 2024

Chemical Engineering Department, Ondokuz Mayıs University, 55139, Samsun, Turkey. Electronic address:

The mechanism of the base-catalyzed thiol-epoxide stage of the thiol-ene/thiol-epoxide curing process was investigated using quantum chemical tools. This study searched for conventional tertiary amines with low to medium basicity as initiators to control reaction rates and tailor industrial applications. Challenges arise from the stronger basicity of initiators, leading to an uncontrollable and short curing application period.

View Article and Find Full Text PDF

Conjugated Phthalocyanine-Based Mesoporous Covalent Organic Frameworks for Efficient Anodic Lithium Storage.

Small

December 2024

State Key Laboratory of Chemical Resource Engineering, Beijing Engineering Center for Hierarchical Catalysts, College of Chemistry, Beijing University of Chemical Technology, Beijing, 100029, P. R. China.

Organic anode materials have been recognized as promising candidates for low-cost and sustainable lithium-ion batteries (LIBs), which however suffer from the inferior cycling stability and low conductivity with unsatisfactory LIBs performance. Herein, two conjugated phthalocyanine-based covalent organic frameworks (COFs), namely CoPc-Ph-COF and CoPc-3Ph-COF, are synthesized by the nucleophilic substitution reaction of hexafluorophthalocyanine cobalt (II) (CoPcF) with 1,2,4,5-tetrahydroxybenzene and 9,10-dimethyl-2,3,6,7-tetrahydroxyanthracene, respectively. Powder X-ray diffraction and electron microscopy analysis reveal the crystalline porous structure of both COFs with a pore size of 1.

View Article and Find Full Text PDF

Want 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!