Chem Catalysis, Год журнала: 2022, Номер 2(12), С. 3275 - 3277
Опубликована: Дек. 1, 2022
Язык: Английский
Chemical Science, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
Cooperative NHC/photoredox catalyzed deconstruction–reconstruction of aryl cyclopropanes was described to access various α-acylated cyclopropane derivatives.
Язык: Английский
Процитировано
2
Angewandte Chemie, Год журнала: 2023, Номер 135(24)
Опубликована: Апрель 18, 2023
Abstract Ketones are among the most useful functional groups in organic synthesis, and they commonly encountered a broad range of compounds with various applications. Herein, we describe mesoionic carbene‐catalyzed coupling reaction aldehydes non‐activated secondary even primary alkyl halides. This metal‐free method utilizes deprotonated Breslow intermediates derived from carbenes (MICs), which act as super electron donors induce single‐electron reduction mild has substrate scope tolerates many groups, allows to prepare diversity simple ketones well bio‐active molecules by late‐stage functionalization.
Язык: Английский
Процитировано
4
Polyhedron, Год журнала: 2023, Номер 250, С. 116786 - 116786
Опубликована: Дек. 13, 2023
We present the synthesis of an isostructural series group 10 mesoionic carbene complexes with general formula [M(MIC)Py] (with M = Ni (1), Pd (2) and Pt (3), Py pyridine MIC bis-phenolate triazolylidene). Their electrochemical properties are investigated, revealing two quasi-reversible oxidations for all compounds, while no reductions observed. Isolation oxidized species has been achieved using either silver triflate or nitrosonium tetrafluoroborate nickel platinum complex yielding corresponding mono-cationic [1]X [3]X (X OTf BF4). For palladium complex, oxidation reactions yielded different products 4 5 in which and/or phenol(oxy) donors were found to be labile compared Pt. Additionally, electron transfer reaction was quite slow short times led isolation unusual heterobimetallic silver-platinum 6. The location redox event investigated EPR spectroscopy computational methods, suggest, that is mostly centered on one phenolate anchors.
Язык: Английский
Процитировано
4
Опубликована: Март 3, 2023
Simple aromatic compounds like benzene are abundant feedstocks, for which the preparation of derivatives chiefly begins with electrophilic substitution reactions, or less frequently reductions. Their high stability makes them particularly reluctant to participate in cycloadditions under ordinary reaction conditions. Here we demonstrate exceptional ability 1,3-diaza-2-azoniaallene cations undergo formal (3+2) unactivated derivatives, below room temperature, provide thermally stable dearomatized adducts on a multi-gram scale. The cycloaddition, tolerates polar functional groups, activates ring toward further elaboration. On treatment dienophiles cycloadducts (4+2) cycloaddition-cycloreversion cascade yield substituted fused arenes, including naphthalene derivatives. overall sequence results transmutation arenes through an exchange ring's carbons: two-carbon fragment from original is replaced another incoming dienophile, introducing unconventional disconnection synthesis ubiquitous building blocks. Applications this two-step acenes, isotopically labeled molecules, and medicinally relevant demonstrated.
Язык: Английский
Процитировано
1
Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(8), С. 2178 - 2181
Опубликована: Янв. 1, 2024
Chiral NHCs have found numerous applications as ligands for transition metals and in their own right asymmetric catalysis. We report a synthetic route from l -malic acid to enantiopure 1,2,3-triazoliums with the chiral center fused ring.
Язык: Английский
Процитировано
0
Green Synthesis and Catalysis, Год журнала: 2024, Номер unknown
Опубликована: Окт. 1, 2024
Язык: Английский
Процитировано
0
Chem Catalysis, Год журнала: 2024, Номер unknown, С. 101159 - 101159
Опубликована: Ноя. 1, 2024
Язык: Английский
Процитировано
0
Asian Journal of Organic Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Ноя. 13, 2024
Abstract Activating dinitrogen under metal‐free conditions remains a significant challenge in chemistry. In this study, we computationally designed frustrated Lewis pair (FLP) system incorporating bis(trimethylsilyl)boryl substituent on mesoionic carbene (MIC) framework. Our models show both kinetic and thermodynamic favorability for activation. Aromaticity enhancement along the potential energy surface (PES) plays critical role driving reaction. This work provides insights into utilizing main‐group elements activation offers applications inert molecule optical materials.
Язык: Английский
Процитировано
0
Angewandte Chemie, Год журнала: 2023, Номер 135(45)
Опубликована: Сен. 21, 2023
Abstract The direct functionalization of inert C(sp 3 )‐H bonds to form carbon‐carbon and carbon‐heteroatom offers vast potential for chemical synthesis therefore receives increasing attention. At present, most successes come from strategies using metal catalysts/reagents or photo/electrochemical processes. use organocatalysis this purpose remains scarce, especially when dealing with challenging C−H such as those simple alkanes. Here we disclose the first organocatalytic functionalization/acylation completely unfunctionalized Our approach involves N‐heterocyclic carbene catalyst‐mediated carbonyl radical intermediate generation coupling alkanes (through corresponding alkyl intermediates generated via a hydrogen atom transfer process). Unreactive are widely present in fossil fuel feedstocks, commercially important organic polymers, complex molecules natural products. study shall inspire new avenue quick these under light‐ metal‐free catalytic conditions.
Язык: Английский
Процитировано
0
Chem Catalysis, Год журнала: 2022, Номер 2(12), С. 3275 - 3277
Опубликована: Дек. 1, 2022
Язык: Английский
Процитировано
0