A visible light cationic photoinitiating system under chemiluminescence irradiation using sulfonium salt is reported. The visible light emitted from the chemiluminescence reactions, absorbed by the sulfonium salt, essentially leads to the formation of protonic acids capable of initiating cationic polymerization of oxirane and vinyl monomers. The process is suitable for the formation of linear polymer chains as well as cross-linked functional networks with aggregation-induced emission property. Notably, high "post polymerization" efficiency in dark (∼20%) was observed, which can compensate the limited chemiluminescence fluorescence efficiency and favors to increase the conversion.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acsmacrolett.0c00003 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Pnictogen and Chalcogen Salts as Alkylating Agents.
Chem Rec
December 2024
Department of Chemistry, Universidade Federal de Minas Gerais (UFMG), 31.270-901, Belo Horizonte, MG, Brazil.
Alkylation reactions and their products are considered crucial in various contexts. Synthetically, the alkylation of a nucleophile is usually promoted using hazardous alkyl halides. Here, we aim to highlight the potential of pnictogen (ammonium or phosphonium) and chalcogen salts (sulfonium, selenonium, and telluronium) to function as alkylating agents.
View Article and Find Full Text PDFDMTSF-mediated electrophilic cyclization for the synthesis of 3-thiomethyl-substituted benzo[]furan derivatives.
Org Biomol Chem
October 2024
Department of Chemistry, University of West Florida, 11000 University Pkway, Pensacola, FL 32514, United States.
Benzofuran is an important backbone for molecules that make up several pharmaceuticals, herbicides/pesticides, and organo-electronics. An environmentally benign dimethyl(methylthio)sulfonium tetrafluoroborate salt was used as an electrophile to induce cyclization of -alkynyl anisoles to form 2,3-disubstituted benzofurans. The cyclization is performed at ambient reaction conditions, only takes 12 hours to get excellent yields, and shows a high tolerance for various substituted alkynes.
View Article and Find Full Text PDFAllenyl Thianthrenium Salt: A Bench-Stable C Synthon for Annulation and Cross-Coupling Reactions.
J Am Chem Soc
October 2024
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Mülheim an der Ruhr, Germany.
Herein, we report the first bench-stable and nonhygroscopic monosubstituted allenyl sulfonium salt (ATT) synthesized from thianthrene and propargyl alcohol. We demonstrate its use in annulation chemistry to synthesize heterocycles, such as 2-hydroxy morpholine, 2-methyl quinoxalines, and benzodioxepinone derivatives, with an exocyclic double bond. The reagent is the first allenyl sulfonium salt that can undergo palladium-catalyzed cross-coupling reactions to form a C(sp)-C(sp) bond via Suzuki coupling and a C(sp)-C(sp) bond formation via reductive coupling.
View Article and Find Full Text PDFBicarbonate-binding catalysis for the enantioselective desymmetrization of keto sulfonium salts.
Nat Commun
June 2024
Departamento de Química Orgánica (módulo 1), Universidad Autónoma de Madrid, Cantoblanco, Madrid, Spain.
Herein, an enantioselective desymmetrization of cyclic keto sulfonium salts through enantioselective deprotonation/ring opening process by anion-binding catalysis is presented. We report a squaramide/HCO complex as catalytic active species which is able to stereo-differentiate two enantiomeric protons, triggering the ring opening event taking advantage of the great tendency of sulfonium salts to act as leaving groups. Thus, this desymmetrization methodology give rise to β-methylsulfenylated sulfa-Michael addition type products with excellent yields and very good enantioselectivities.
View Article and Find Full Text PDFDeuterated Alkyl Sulfonium Salt Reagents; Importance of H/D Exchange Methods in Drug Discovery.
ChemMedChem
August 2024
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka, 565-0871, Japan.
Deuterated drugs (heavy drugs) have recently been spotlighted as a new modality for small-molecule drugs because the pharmacokinetics of pharmaceutical drugs can be enhanced by replacing C-H bonds with more stable C-D bonds at metabolic positions. Therefore, deuteration methods for drug candidates are a hot topic in medicinal chemistry. Among them, the H/D exchange reaction (direct transformation of C-H bonds to C-D bonds) is a useful and straightforward method for creating novel deuterated target molecules, and over 20 reviews on the synthetic methods related to H/D exchange reactions have been published in recent years.
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!