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1.
Yuya Nakatsuji Prof. Dr. Yusuke Kobayashi Sakyo Masuda Prof. Dr. Yoshiji Takemoto 《Chemistry (Weinheim an der Bergstrasse, Germany)》2021,27(8):2633-2637
Organo-radical catalysts have recently attracted great interest, and the development of this field can be expected to broaden the applications of organocatalysis. Herein, the first example of a radical-generating system is reported that does not require any photoirradiation, radical initiators, or preactivated substrates. The oxidative C−C-bond cleavage of 2-substituted cyclohexanones was achieved using an azolium salt and a hydroquinone as co-catalysts. A catalytic mechanism was proposed based on the results of diffusion-ordered spectroscopy and cyclic voltammetry measurements, as well as computational studies. 相似文献
2.
Xiaoyu Chen Pengyu He Siqi Xia Lixin Cui Prof. Dr. Guofu Zhong Prof. Dr. Limin Yang 《Chemical record (New York, N.Y.)》2023,23(7):e202200279
Over the recent decades, due to the special electronic characteristics and diverse reactivities, N-heterocyclic carbene (NHC) has received significant interest in organocatalyzed reactions. The formation of Breslow intermediates by NHC can convert into acyl anion equivalent, enolates, homoenolate, acyl azolium, and vinyl enolate etc., and the cycloaddition reactions of these species has attracted lots of attention. In this review, we focus on the summry of the development of NHC-activation of carbonyl carbon (or imine carbon) in situ, α-, β-, γ-, and beyond, and the cycloaddition reaction of these species. 相似文献
3.
Krasovsky A. L. Pissarev S. A. Nenajdenko V. G. Balenkova E. S. 《Russian Chemical Bulletin》2003,52(8):1791-1796
A procedure was developed for the synthesis of previously unknown CF3-containing -azolyl-substituted enones by the reactions of 1,1,1-trifluoro-4-sulfonyl-3-butene-2,2-diols with various azoles. Quaternization of the azolyl group with methyl triflate afforded -azolium-substituted enones in quantitative yields. 相似文献
4.
Diacetylenes with Ionic‐Liquid‐Like Substituents: Associating a Polymerizing Cation with a Polymerizing Anion in a Single Precursor for the Synthesis of N‐Doped Carbon Materials
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Dr. Karim Fahsi Xavier Dumail Dr. Sylvain G. Dutremez Dr. Arie van der Lee Prof. Dr. André Vioux Dr. Lydie Viau 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(5):1682-1695
Imidazolium‐ and benzimidazolium‐substituted diacetylenes with bromide or nitrogen‐rich dicyanamide and tricyanomethanide anions were synthesized and used as precursors for the preparation of N‐doped carbon materials. On pyrolysis under argon at 800 °C both halide precursors afforded graphite‐like structures with nitrogen contents of about 8.5 %. When the dicyanamide and tricyanomethanide precursors were thermolyzed at the same temperature, graphite‐like structures were obtained that exhibit nitrogen contents in the range 17–20 wt %; thereby, the benefit of associating a polymerizing cation with a polymerizing anion in a single precursor was demonstrated. On pyrolysis at 1100 °C the nitrogen contents of the latter pyrolysates remain high (ca. 6 wt %). Adsorption measurements with krypton at 77 K indicated that the materials are nonporous. The highest electrical conductivity was observed for a pyrolysate with one of the lowest nitrogen contents, which also has the highest degree of graphitization. Thus, the quest for N‐rich carbons with high electrical conductivities should include both maximization of the nitrogen content and optimization of the degree of graphitization. Crystallographic investigation of the precursors and spectroscopic characterization of the pyrolysates prepared by heating at 220 °C indicate that construction of the final carbon framework does not involve the intermediate formation of a polydiacetylene. 相似文献
5.
The chemistry of heterocyclic carbenes has experienced a rapid development over the last years. In addition to the imidazolin-2-ylidenes, a large number of cyclic diaminocarbenes with different ring sizes have been described. Aside from diaminocarbenes, P-heterocyclic carbenes, and derivatives with only one, or even no heteroatom within the carbene ring are known. New methods for the synthesis of complexes with N-heterocyclic carbene ligands such as the oxidative addition or the metal atom template controlled cyclization of beta-functionalized isocyanides have been developed recently. This review summarizes the new developments regarding the synthesis of N-heterocyclic carbenes and their metal complexes. 相似文献
6.
Back Cover: A New Portal to SuFEx Click Chemistry: A Stable Fluorosulfuryl Imidazolium Salt Emerging as an “F−SO2+” Donor of Unprecedented Reactivity,Selectivity, and Scope (Angew. Chem. Int. Ed. 10/2018)
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7.
A New Portal to SuFEx Click Chemistry: A Stable Fluorosulfuryl Imidazolium Salt Emerging as an “F−SO2+” Donor of Unprecedented Reactivity,Selectivity, and Scope
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Taijie Guo Genyi Meng Xiongjie Zhan Qian Yang Tiancheng Ma Long Xu Prof. Dr. K. Barry Sharpless Prof. Dr. Jiajia Dong 《Angewandte Chemie (International ed. in English)》2018,57(10):2605-2610
Sulfuryl fluoride, SO2F2, has been found to derivatize phenols in all kinds of environments, even those in highly functional molecules. We now report that a solid fluorosulfuryl imidazolium triflate salt delivers the same “F?SO2 + ” fragment to Nu?H acceptor groups in the substrates. However, this triflate salt is a far more reactive fluorosulfurylating agent than SO2F2 and displays selectivity preferences of its own. Moreover, the new azolium triflate reagent reacts once with primary amines and anilines before the reaction stops. On the other hand, with triethylamine and two equivalents of the “F?SO2 + ” donor present, it proceeds on to the bis(fluorosulfuryl)imides in good yield—two important conversions that we have never seen with sulfuryl fluoride as the electrophile. 相似文献
8.
V. P. Litvinov Ya. Yu. Yakunin V. D. Dyachenko 《Chemistry of Heterocyclic Compounds》2001,37(1):37-76
Published data on the synthesis of various heterocyclic compounds by the reaction of nucleophiles with electrophilic olefins containing a nucleophilic group are reviewed and analyzed. 相似文献
9.
Cascade Olefin Isomerization/Intramolecular Diels–Alder Reaction Catalyzed by N‐Heterocyclic Carbenes
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Marcin Kowalczyk Dr. David W. Lupton 《Angewandte Chemie (International ed. in English)》2014,53(21):5314-5317
The addition of an N‐heterocyclic carbene to the carbonyl group of an α,β,γ,δ‐unsaturated enol ester affords a hemiacetal azolium intermediate that enables a cascade olefin isomerization/Diels–Alder reaction, for which mechanistic studies implicate Lewis base catalysis. Preliminary studies into the utility of the products have been undertaken with reductive and oxidative cleavage, giving materials for potential use in complex‐target synthesis. 相似文献
10.
Dr. Richard A. Squitieri Keegan P. Fitzpatrick Ashley A. Jaworski Prof. Dr. Karl A. Scheidt 《Chemistry (Weinheim an der Bergstrasse, Germany)》2019,25(43):10069-10073
A method for the synthesis of iodinated imidazolium and triazolium N-heterocyclic halogen-bond-donor catalysts has been developed. This approach was applied to the synthesis of a variety of 1,2,4-triazolium salts to prepare a series of novel chiral halogen-bond-donor catalysts. The counterions of the iodinated triazoliums can be readily exchanged with chiral and achiral non-coordinating counterions to produce unique scaffolds. Their ability to promote/catalyse a conjugate addition reaction with indole was investigated. Through these initial studies, a set of general guidelines and considerations for the application of these halogen-bond donors in organocatalysis have been established. 相似文献