Quaternary phosphonium salts (QPS), a key class of organophosphorus compounds, have previously only been available by routes involving nucleophilic phosphorus. We report the realisation of the opposite approach to QPS utilising phosphine oxides as the electrophilic partner and Grignard reagents as nucleophiles. The process is enabled through the crucial intermediacy of the derived halophosphonium salts. The route does not suffer from the slow kinetics and limited availability of many parent phosphines and a broad range of QPS were prepared in excellent yields.
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http://dx.doi.org/10.1039/c8cc02173b | DOI Listing |
Phys Chem Chem Phys
January 2025
Department of Chemical Engineering, National Institute of Technology, Nara College, Yamatokoriyama, Nara 639-1080, Japan.
This study focuses on two types of phosphonium cation-based ionic liquids (P-ILs) with different alkyl chains: triethylalkylphosphonium (P222R) and tributylalkylphosphonium (P444R) cations. Broadband dielectric spectroscopy showed that the translational motion of the ions accelerated with an increasing number of alkyl chains by coupling with their rotational motion in both P-ILs. Raman spectroscopy revealed that P222R cations, despite dielectric similarities to P444R cations, can form all-trans conformations and cation-rich nanodomains because they have a relatively polar, short alkyl chain moiety with a central P atom and less-polar alkyl chains than those of P444R cations.
View Article and Find Full Text PDFPolymers (Basel)
November 2024
Faculty of Dental Medicine, "Apollonia" University of Iasi, 11 Pacurari Street, 700115 Iasi, Romania.
(1) Background: Since the discovery of antibiotics in the first half of the 20th century, humans have abused this privilege, giving rise to antibiotic-resistant pathogens. Recent research has brought to light the use of antimicrobial peptides in polymers, hydrogels, and nanoparticles (NPs) as a newer and safer alternative to traditional antibiotics. (2) Methods: This review article is a synthesis of the scientific works published in the last 15 years, focusing on the synthesis of polymers with proven antimicrobial properties.
View Article and Find Full Text PDFChemistry
December 2024
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China.
A synergistic Pd/Cu catalyst system has been developed for stereodivergent transformation of Morita-Baylis-Hillman (MBH) carbonates and Schiff bases derived from simple amino acids to afford a series of optically active β-branched γ-methyleneglutamic acid derivatives with adjacent tertiary/tertiary and quaternary/tertiary stereocenters in high yields (up to 96 %) with excellent diastereo- and enantioselectivities (>20/1 dr and >99 % ee in most cases) under mild conditions. The use of SKP ligand is disclosed to be crucial for the success of the transformation, and in particular allowing the reaction to proceed at low catalyst loading (0.02 mol % for Pd and 0.
View Article and Find Full Text PDFEur J Med Chem
January 2025
Department of Medical Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznańskiego 8, 61‒614, Poznań, Poland. Electronic address:
In recent years salinomycin has emerged as a promising anticancer drug. Many literature reports have proved its remarkable antiproliferative activity. Moreover, chemical modifications of salinomycin lead to analogues with even higher cytotoxicity against cancer cell lines and a better selectivity index for malignant cells than those of the unmodified compound or a standard anticancer drug such as doxorubicin.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
November 2024
Department of Chemical and Biological Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, 999077, China.
Owing to their well-defined crystalline pore structures and ordered functional ionic groups along the skeleton, ionic covalent organic frameworks (iCOFs) exhibit excellent performance and have significant potential for use in energy storage and conversion devices. Herein, we for the first time developed cationic phosphonium COFs with high hydroxide conduction even with low ion exchange capacity (IEC). Specifically, we synthesized COFs containing quaternary phosphonium groups as excellent ion transport moieties.
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