744-38-7Relevant articles and documents
Mercury (II) sensing via cyclization of a dithioamide into a benzimidazole derivative: A structural and spectroscopic study
Chakraborty, Indranil,Fasiku, Adenike O.,Fortunato, Matthew T.,Kavallieratos, Konstantinos
, (2020)
An o-phenylenediamine-derived dithioamide L was found to sense Hg(II) in the UV–visible via Hg(II)-mediated cyclization leading to a new benzimidazole derivative (L′). Both L and L′ have been characterized by single-crystal X-ray crystallography. The stru
QUANTITATIVE CHIRALITY AND CONCENTRATION SENSING OF CHIRAL ANALYTES USING A RELAY ASSAY
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Paragraph 0136, (2021/11/13)
The present application relates to an analytical method that includes providing a sample potentially containing a chiral analyte that can exist in stereoisomeric forms, providing certain probes; and providing an indicator. The sample is contacted with an
Insight into Fundamental Rules of Phenylenediamines Selective Monoacylation by the Comparisons of Kinetic Characteristics in Microreactor
Xu, Qilin,Liu, Ji Ming,Yao, Hongmiao,Zhao, Jinyang,Wang, Zhikuo,Liu, Junli,Zhou, Jiadi,Yu, Zhiqun,Su, Weike
supporting information, p. 1336 - 1344 (2021/08/06)
In this paper, the kinetics of acylation reaction of o-phenylenediamine/p-phenylenediamine and benzoic anhydride were determined in microreactors, respectively. A kinetic model was established, all kinetic parameters including reaction orders, reaction rate constants, pre-exponential factors, and activation energies were acquired. Validation experiments showed experimental data fit well with calculated data at different reactant concentrations and residence times. The comparisons of the reaction rate constants and activation energies were summarized to show the difference of chemical reactivities of phenylenediamines. According to the calculation of the kinetic model, the optimized reaction conditions were listed to meet the monoacylation selectivity equal to 97.0%.
CHIRALITY SENSING WITH MOLECULAR CLICK CHEMISTRY PROBES
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Paragraph 0296; 0301, (2020/02/23)
The present invention relates to an analytical method that includes providing a sample potentially containing a chiral analyte that can exist in stereoisomeric forms, and providing a probe selected from the group consisting of coumarin-derived Michael acceptors, dinitrofluoroarenes and analogs thereof, arylsulfonyl chlorides and analogs thereof, arylchlorophosphines and analogs thereof, aryl halophosphites, and halodiazaphosphites. The sample is contacted with the probe under conditions to permit covalent binding of the probe to the analyte, if present in the sample; and, based on any binding that occurs, the absolute configuration of the analyte in the sample, and/or the concentration of the analyte in the sample, and/or the enantiomeric composition of the analyte in the sample is/are determined. The probe may be a coumarin-derived Michael acceptor, a di nitrofluoroarene or analog thereof, an arylsulfonyl chloride or analog thereof, an arylchlorophosphine or analog thereof, an aryl halophosphite, or a halodiazaphosphite.
Quantitative Chirality and Concentration Sensing of Alcohols, Diols, Hydroxy Acids, Amines and Amino Alcohols using Chlorophosphite Sensors in a Relay Assay
Balaraman, Kaluvu,Thanzeel, F. Yushra,Wolf, Christian
supporting information, p. 21382 - 21386 (2020/09/21)
Analytical methods that allow simultaneous determination of the concentration and enantiomeric composition of small sample amounts and are also compatible with high-throughput multi-well plate technology have received increasing attention in recent years. We now introduce a new class of broadly useful small-molecule probes and a relay sensing strategy that together accomplish these tasks with five classes of compounds including the challenging group of mono-alcohols—a scope that stands out among previously reported UV, fluorescence, and CD assays. Several chlorophosphite probes and aniline indicators have been evaluated and used for on-the-fly CD/UV sensing following a continuous workflow. The wide application range of the readily available sensors is highlighted with almost 30 alcohols, diols, hydroxy acids, amines and amino alcohols, and the accuracy of the stereochemical analysis is showcased with samples covering a wide range of concentrations and enantiomeric ratios.
A Versatile Synthesis of Vinyl-Substituted Heterocycles via Regio- And Enantioselective Pd-Catalyzed Tandem Allylic Substitution
Qian, Chao,Tang, Wenjun,Tang, Wenjun
supporting information, p. 4483 - 4488 (2020/06/05)
We herein report a versatile, regio- and enantioselective palladium-catalyzed tandem allylic substitution powered by a chiral bisphosphorus ligand WingPhos with the palladium loading as low as 0.1 mol %, forming a series of chiral vinyl-substituted heterocycles, including tetrahydroquinoxalines, piperazines, dihydro-2H-benzo[b][1,4]-oxazines, and morpholines, in exellent ee's and yields. The protocol features readily available starting materials, mild reaction conditions, and a broad substrate scope. Mechanistic investigation supports a tandem allylic substitution process.
Carbene-Catalyzed α-Carbon Amination of Chloroaldehydes for Enantioselective Access to Dihydroquinoxaline Derivatives
Huang, Ruoyan,Chen, Xingkuan,Mou, Chengli,Luo, Guoyong,Li, Yongjia,Li, Xiangyang,Xue, Wei,Jin, Zhichao,Chi, Yonggui Robin
supporting information, p. 4340 - 4344 (2019/06/14)
An NHC-catalyzed α-carbon amination of chloroaldehydes was developed. Cyclohexadiene-1,2-diimines are used as amination reagents and four-atom synthons. Our reaction affords optically enriched dihydroquinoxalines that are core structures in natural products and synthetic bioactive molecules.
Iterative C?H Functionalization Leading to Multiple Amidations of Anilides
Park, Juhyeon,Lee, Jia,Chang, Sukbok
, p. 4256 - 4260 (2017/04/04)
Polyaminobenzenes were synthesized by the ruthenium-catalyzed iterative C?H amidation of anilides using dioxazolones as an amino source. This strategy could be implemented by the sequential activation of C?H bonds of formerly generated compounds by cascade chelation assistance of newly installed amide groups. Computational studies provided a rationale.
Stabilized well-dispersed Pd(0) nanoparticles for aminocarbonylation of aryl halides
Zhu, Yinghuai,Chuanzhao, Li,Biying, Algin Oh,Sudarmadji, Meriska,Chen, Anqi,Tuan, Dang Thanh,Seayad, Abdul M
supporting information; experimental part, p. 9320 - 9325 (2011/10/31)
Well-dispersed palladium (0) nanoparticles stabilized with phosphonium based ionic liquid were synthesized conveniently and fully characterized. A catalyst system comprising of the Pd(0) nanoparticles and a base was found to be recyclable and efficient for the aminocarbonylation reaction of aryl iodide in ionic liquid media. In the presence of potassium tert-butyloxide, for the relatively stable aryl chloride and bromide substrates, medium activities were achieved for the catalyst. The catalyst composites can be recycled at least five times with sustained activity.
Mild and useful method for n-acylation of amines
Phukan, Kandarpa,Ganguly, Mausumi,Devi, Nirada
experimental part, p. 2694 - 2701 (2009/12/06)
Iodine is found to promote quantitative N-acylation of primary and secondary amines (aliphatic and aromatic) in a very short time with an equimolar amount of acetyl chloride and benzoyl chloride under solvent-free conditions at room temperature. This catalytic acylation of amines offers an additional useful method for the acetylation using acetyl chloride instead of acetic anhydride and other acetylating agents. This method is also useful in the N-acylation of heterocycles. Mild reaction condition, high selectivity, efficiency, and good yields are some of the major advantages of the procedure.
