We herein propose an approach to visualize the Menschutkin reaction at an interface between a self-assembled monolayer with nucleophilic properties and water containing alkyl halides. An organic field-effect transistor functionalized with a nucleophilic monolayer has detected alkylation depending on differences in the leaving group ability and the bulkiness of electrophilic alkyls.
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http://dx.doi.org/10.1039/d4cc03266g | DOI Listing |
Anal Chem
November 2024
State Key Laboratory of Organ Failure Research, National Clinical Research Center for Kidney Disease, Guangdong Provincial Institute of Nephrology, Guangdong Provincial Key Laboratory of Renal Failure Research, Guangdong Provincial Clinical Research Center for Kidney Disease, Nanfang Hospital, Southern Medical University, Guangzhou 510515, China.
Chem Commun (Camb)
September 2024
Institute of Industrial Science, The University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo, 153-8505, Japan.
We herein propose an approach to visualize the Menschutkin reaction at an interface between a self-assembled monolayer with nucleophilic properties and water containing alkyl halides. An organic field-effect transistor functionalized with a nucleophilic monolayer has detected alkylation depending on differences in the leaving group ability and the bulkiness of electrophilic alkyls.
View Article and Find Full Text PDFAnal Chem
March 2024
College of Chemistry and Chemical Engineering, Key Laboratory of Fuel Cell Technology of Guangdong Province, South China University of Technology, Guangzhou 510641, P. R. China.
As an effective ECL emitter, tetraphenylethene (TPE)-based molecules have recently been reported with aggregation-induced electrochemiluminescence (AIECL) property, while it is still a big challenge to control its aggregation states and obtain uniform aggregates with intense ECL emission. In this study, we develop three TPE derivatives carrying a pyridinium group, an alkyl chain, and a quaternary ammonium group via the Menschutkin reaction. The resulting molecules exhibit significantly red-shifted FL and enhanced ECL emissions due to the tunable reduction of the energy gap between the highest occupied molecular orbitals (HOMOs) and the lowest unoccupied molecular orbitals (LUMOs).
View Article and Find Full Text PDFRSC Adv
November 2022
Department of Chemistry, Texas A&M University, College Station Texas 77843 USA
Recent years have witnessed intensive research activity in exploring novel metal-free organocatalysts for catalyzing the coupling reactions of CO and epoxides to afford cyclic or polymeric carbonates. In this direction, herein we report a series of boron-phosphonium organocatalysts for catalyzing the coupling reactions of CO and epoxides. These organophosphonium catalysts were synthesized in high yields by following a two step protocol involving Menschutkin and hydroboration reactions in succession.
View Article and Find Full Text PDFHeliyon
August 2022
Department of Microbiology, Yenepoya Medical College, Yenepoya (Deemed to Be University) Mangalore, 575018, Karnataka, India.
The present study aims to synthesize and characterize two quaternary ammonium (QAM) based monomers such as - dimethyl-hexadecyl-methacryloxyethyl-ammonium iodide (DHMAI) and 2-dimethyl-2-dodecyl-1-methacryloxyethyl ammonium iodine (DDMAI) and assess their cytotoxicity and antimicrobial properties. The study also aims to incorporate the optimized concentration of these monomers as copolymerizing monomers into conventional Polymethyl methacrylate (PMMA) denture base resin and evaluate their suitability for prosthetic applications. DHMAI and DDMAI monomers were synthesized through a Menschutkin reaction and their chemical structure was characterized using FT-IR and H-NMR spectroscopy.
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