High-throughput experimentation and continuous flow evaluation of nucleophilic aromatic substitution reactions

Z Jaman, DL Logsdon, B Szilágyi… - ACS Combinatorial …, 2020 - ACS Publications
Nucleophilic aromatic substitution (SNAr) reactions were optimized using high-throughput
experimentation techniques for execution under flow conditions. A total of 3072 unique …

Surface-catalyzed hydrolysis by pyrogenic carbonaceous matter and model polymers: An experimental and computational study on functional group and pore …

Z Li, R Jorn, PRV Samonte, J Mao, JD Sivey… - Applied Catalysis B …, 2022 - Elsevier
We employed a polymer network to understand what properties of pyrogenic carbonaceous
matter (PCM; eg., activated carbon) confer its reactivity, which we hereinafter referred to as …

Choice of Solvent (MeCN vs H2O) Decides Rate-Limiting Step in SNAr Aminolysis of 1-Fluoro-2,4-dinitrobenzene with Secondary Amines:  Importance of Brønsted …

IH Um, SW Min, JM Dust - The Journal of Organic Chemistry, 2007 - ACS Publications
A kinetic study is reported for nucleophilic substitution reactions of 2, 4-dinitro-1-
fluorobenzene (DNFB) with a series of secondary amines in MeCN and H2O at 25.0° C. The …

4a Nucleophilic Aromatic Substitution

MR Crampton - Organic Reaction Mechanisms 2020, 2024 - Wiley Online Library
Analogies between the mechanisms of electrophilic substitution and nucleophilic
substitution have been discussed. Theoretical calculations, involving aromaticity …

Dual Nucleophilic Substitution Reactions of O, O‐Diethyl 2, 4‐dinitrophenyl Phosphate and Thionophosphate Triesters

R Aguayo, F Arias, A Cañete, C Zuñiga… - … Journal of Chemical …, 2013 - Wiley Online Library
The reactions of the title compounds with phenoxides, secondary alicyclic (SA) amines, and
pyridines, in 44 wt% ethanol–water, at 25° C and an ionic strength of 0.2 M, were subjected …

Specific nucleophile–electrophile interactions in nucleophilic aromatic substitutions

R Ormazábal-Toledo, R Contreras, RA Tapia… - Organic & …, 2013 - pubs.rsc.org
We herein report results obtained from an integrated experimental and theoretical study on
aromatic nucleophilic substitution (SNAr) reactions of a series of amines towards 1-fluoro-2 …

Metal‐Free Synthesis of S‐Aryldithiocarbamates: Aryl C− S Bond Formation at Room Temperature

GP Madassery, S Panja, HP, R Dey - ChemistrySelect, 2022 - Wiley Online Library
Aryl halides containing electron‐withdrawing substituent (s) at ortho and para position
undergoes aromatic nucleophilic substitution reaction with sulfur nucleophile present in …

Gutmann's donor and acceptor numbers for ionic liquids and deep eutectic solvents

B Sanchez, PR Campodónico, R Contreras - Frontiers in Chemistry, 2022 - frontiersin.org
An experimental and computational methodology for the analysis of the Lewis acid/base
responses of ionic liquids (ILs) and deep eutectic solvents (DES) is proposed. It is based on …

Electronic and steric effects in the SNAr substitution reactions of substituted anilines with 2,4‐dinitrophenyl 2,4,6‐trinitrophenyl ether in acetonitrile

MR Crampton, TA Emokpae… - Journal of physical …, 2006 - Wiley Online Library
Rate measurements are reported for the reactions of 12 ring‐substituted anilines with 2, 4‐
dinitrophenyl 2, 4, 6‐trinitrophenyl ether (1) in acetonitrile. Formation of the products, the …

Kinetics and Reaction Mechanism of Biothiols Involved in SNAr Reactions: An Experimental Study

PR Campodónico, J Alarcón-Espósito… - Frontiers in …, 2022 - frontiersin.org
Few kinetic parameters, or reaction rates, are known up to date in detail about 1-chloro and
1-fluoro-2, 4-dinitrobenzene (ClDNB and FDNB, respectively) with a series of biothiols in …