Log in

Relevant bibliographies by topics / Nucleophilic / Journal articles

To see the other types of publications on this topic, follow the link: Nucleophilic.

Journal articles on the topic 'Nucleophilic'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 July 2025

Create a spot-on reference in APA, MLA, Chicago, Harvard, and other styles

Select a source type:

Consult the top 50 journal articles for your research on the topic 'Nucleophilic.'

Next to every source in the list of references, there is an 'Add to bibliography' button. Press on it, and we will generate automatically the bibliographic reference to the chosen work in the citation style you need: APA, MLA, Harvard, Chicago, Vancouver, etc.

You can also download the full text of the academic publication as pdf and read online its abstract whenever available in the metadata.

Browse journal articles on a wide variety of disciplines and organise your bibliography correctly.

1

Tsuji, Yutaka, and John P. Richard. "Swain–Scott relationships for nucleophile addition to ring-substituted phenonium ions." Canadian Journal of Chemistry 93, no. 4 (2015): 428–34. http://dx.doi.org/10.1139/cjc-2014-0337.

Full text

Abstract:

The products of the reactions of 2-(4-methoxyphenyl)ethyl tosylate (MeO-1-OTs) and 2-(4-methyphenyl)ethyl tosylate (Me-1-OTs) with nucleophilic anions were determined for reactions in 50:50 (v/v) trifluoroethanol (TFE) / water at 25 °C. In many cases, the nucleophile selectivity kNu/ks ((mol/L)−1) for reactions of nucleophile and solvent, calculated from the ratio of product yields, depends upon [Nu−]. This demonstrates the existence of competing reaction pathways, which show different selectivities for reactions with nucleophiles. A 13C NMR analysis of the products of the reactions of substra

APA, Harvard, Vancouver, ISO, and other styles

2

Barham, Joshua P., Matthew P. John, and John A. Murphy. "One-pot functionalisation of N-substituted tetrahydroisoquinolines by photooxidation and tunable organometallic trapping of iminium intermediates." Beilstein Journal of Organic Chemistry 10 (December 12, 2014): 2981–88. http://dx.doi.org/10.3762/bjoc.10.316.

Full text

Abstract:

Nucleophilic trapping of iminium salts generated via oxidative functionalisation of tertiary amines is well established with stabilised carbon nucleophiles. The few reports of organometallic additions have limited scope of substrate and organometallic nucleophile. We report a novel, one-pot methodology that functionalises N-substituted tetrahydroisoquinolines by visible light-assisted photooxidation, followed by trapping of the resultant iminium ions with organometallic nucleophiles. This affords 1,2-disubstituted tetrahydroisoquinolines in moderate to excellent yields.

APA, Harvard, Vancouver, ISO, and other styles

3

Zhang, Yanbin, Ruiwen Jin, Guangxing Pan, and Hao Guo. "Light-enabled, AlCl3-catalyzed regioselective intramolecular nucleophilic addition of non-nucleophilic alkyls to alkynes." Chemical Communications 56, no. 78 (2020): 11621–24. http://dx.doi.org/10.1039/d0cc04636a.

Full text

APA, Harvard, Vancouver, ISO, and other styles

4

Kimura, Tsutomu. "Recent Advances in Magnesium Carbenoid Chemistry." Synthesis 49, no. 23 (2017): 5105–19. http://dx.doi.org/10.1055/s-0036-1590894.

Full text

Abstract:

Magnesium carbenoids are a class of organomagnesium species possessing a halo group at the α-position. The reactions of magnesium carbenoids can be classified into the following three categories: nucleophilic reactions resembling Grignard reagents, electrophilic reactions resembling organic halides, and rearrangements resembling carbenes. This short review summarizes recent studies on magnesium carbenoids reported between 2010 and 2016, and milestone studies reported before 2010 according to the classification of the reactions into the aforementioned three categories.1 Introduction2 Structures

APA, Harvard, Vancouver, ISO, and other styles

5

Eom, Ga-eul, and Seokhee Kim. "Identification of Nucleophilic Probes for Protease-Mediated Transpeptidation." Molecules 23, no. 9 (2018): 2109. http://dx.doi.org/10.3390/molecules23092109.

Full text

Abstract:

Proteases have evolved to mediate the hydrolysis of peptide bonds but may perform transpeptidation in the presence of a proper nucleophilic molecule that can effectively compete with water to react with the acyl-enzyme intermediate. There have been several examples of protease-mediated transpeptidation, but they are generally inefficient, and little effort has been made to systematically control the transpeptidation activity of other proteases with good nucleophiles. Here, we developed an on-bead screening approach to find a probe that functions efficiently as a nucleophile in the protease-med

APA, Harvard, Vancouver, ISO, and other styles

6

Selimović, Enisa, and Tanja Soldatović. "Study on the reactions between dichlorido[2,2′:6′,2″-terpyridine] zinc(II) and biologically relevant nucleophiles in aqueous solution." Progress in Reaction Kinetics and Mechanism 44, no. 2 (2019): 105–13. http://dx.doi.org/10.1177/1468678319825724.

Full text

Abstract:

Substitution reactions of square-pyramidal [ZnCl2(terpy)] complex (terpy = 2,2′:6′,2″-terpyridine) with biologically relevant nucleophiles such as imidazole, glutathione, 1,2,4-triazole, and pyrazine were investigated at pH 7.0 as a function of nucleophile concentration. The reactions were followed under pseudo first-order conditions by UV-Vis spectrophotometry. The substitution reactions comprised two steps of consecutive displacement of chlorido ligands. Different reaction pathways for the first reaction step of nucleophilic substitution were defined. The order of reactivity of the investiga

APA, Harvard, Vancouver, ISO, and other styles

7

Dust, Julian M., and Richard A. Manderville. "Carbon versus oxygen nucleophilic selectivity in the reaction of the aryloxide ions, 2,6- and 3,5-di-tert-butylphenoxide, with the 2-[(nitro)\dn6 xaryl]-4,6-dinitrobenzotriazole 1-oxide series of super-electrophiles. Stereoelectronic factors on C-7 Meisenheimer complex formation versus C-1' SNAr displacement." Canadian Journal of Chemistry 76, no. 6 (1998): 662–71. http://dx.doi.org/10.1139/v98-028.

Full text

Abstract:

The 2-[(nitro)xaryl]-4,6-dinitrobenzotriazole 1-oxides (1, Pi-DNBT (x = 3); 2, DNP-DNBT (x = 2); 3, NP-DNBT (x = 1)) are electron-deficient nitro-substituted heteroaromatic substrates that possess two sites for nucleophilic attachment: C-7 and C-1'. Generally, attack at the super-electrophilic C-7 site yields spectroscopically observable anionic sigma -bonded adducts, whereas attack at C-1' leads to displacement products in an overall process of nucleophilic aromatic substitution (SNAr). To gain an understanding of the factors affecting C-1' versus C-7 attack by potentially ambident aryloxide

APA, Harvard, Vancouver, ISO, and other styles

8

Um, Ik-Hwan, Ji-Youn Lee, Sun-Young Bae та Erwin Buncel. "Effect of modification of the electrophilic center on the α effect". Canadian Journal of Chemistry 83, № 9 (2005): 1365–71. http://dx.doi.org/10.1139/v05-157.

Full text

Abstract:

We report on a nucleophilic study of esters R-C(=X)-Y-Ar in which the electrophilic center has been modified by replacing O by S in the leaving group or carbonyl center: 4-nitrophenyl acetate (1), S-4-nitrophenyl thioacetate (2), 4-nitrophenyl benzoate (3), and O-4-nitrophenyl thionobenzoate (4). The studies include O and S nucleophiles as well as α nucleophiles in H2O at 25.0 ± 0.1 °C. The sulfur nucleophile (4-chlorothiophenoxide, 4-ClPhS) exhibits significant enhanced reactivity for the reactions with thiol and thione esters 2 and 4 compared with their oxygen analogues 1 and 3. On the co

APA, Harvard, Vancouver, ISO, and other styles

9

Kolodiazhnyi, Oleg I. "Stereochemistry of electrophilic and nucleophilic substitutions at phosphorus." Pure and Applied Chemistry 91, no. 1 (2019): 43–57. http://dx.doi.org/10.1515/pac-2018-0807.

Full text

Abstract:

Abstract Nucleophilic and electrophilic substitutions are the most often applied reactions in organophosphorus chemistry. They are closely interrelated, because in a reacting pair always one reagent is an electrophile, and another nucleophile. The reactions of electrophilic and nucleophilic substitutions at the phosphorus center proceed via the formation of a pentacoordinated intermediate. The mechanism of nucleophilic substitution involves the exchange of ligands in the pentacoordinate phosphorane intermediate, leading to the more stable stereomer under the thermodynamic control. Electrophili

APA, Harvard, Vancouver, ISO, and other styles

10

Purwono, Bambang, and Estiana E. P. Daruningsih. "NUCHLEOPHILIC SUBSTITUTION REACTION OF CYANIDE AND METHOXYDE IONS TO QUATERNARY MANNICH BASE FROM VANILLIN." Indonesian Journal of Chemistry 7, no. 1 (2010): 58–60. http://dx.doi.org/10.22146/ijc.21713.

Full text

Abstract:

The nucleophilic substitution reaction to quaternary Mannich base from vanillin has been investigated. Mannich reaction to vanillin was carried out by refluxing mixture of vanillin, formaldehyde and dimethyl amine. Quaternary ammonium halide salt was obtained from reaction of Mannich vanillin base with methyl iodide in THF solvents and yielded 93.28%. Nucleophilic substituion to the halide salts with cyanide nucleophile produced 4-hidroxy-3-methoxy-5-(cyano)methylbenzaldehyde in 54.39% yield, with methoxyde ion obtained 4-hidroxy- 3-methoxy-5-(methoxy)-methyl-benzaldehide in 67.80% yield. The

APA, Harvard, Vancouver, ISO, and other styles

11

Purwono, Bambang, and Estiana R. P. Daruningsih. "NUCLEOPHILIC SUBSTITUTION REACTION OF CYANIDE AND METHOXYDE IONS TO QUATERNARY MANNICH BASE FROM VANILLIN." Indonesian Journal of Chemistry 5, no. 3 (2010): 203–6. http://dx.doi.org/10.22146/ijc.21789.

Full text

Abstract:

The nucleophilic substitution reaction to quaternary Mannich base from vanillin has been investigated. Mannich reaction to vanillin was carried out by refluxing mixture of vanillin, formaldehyde and dimethyl amine. Quaternary ammonium halide salt was obtained from reaction of Mannich vanillin base with methyl iodide in THF solvents and yielded 93.28 %. Nucleophilic substituion to the halide salts with cyanide nucleophile produced 4-hidroxy-3-methoxy-5-(cyano)methylbenzaldehyde in 54.39% yield. Reaction with methoxyde ion yielded 4-hydroxy- 3-methoxy-5-(methoxy) -methylbenzaldehyde in 67.80% yi

APA, Harvard, Vancouver, ISO, and other styles

12

Sheyi, Rotimi, Anamika Sharma, Ayman El-Faham, Beatriz G. de la Torre, and Fernando Albericio. "Phenol as a Modulator in the Chemical Reactivity of 2,4,6-Trichloro-1,3,5-triazine: Rules of the Game II." Australian Journal of Chemistry 73, no. 4 (2020): 352. http://dx.doi.org/10.1071/ch19524.

Full text

Abstract:

2,4,6-Trichloro-1,3,5-triazine (TCT) is a privileged core that has the capacity to undergo sequential nucleophilic substitution reactions. Three nucleophiles, namely phenol, thiol and amine, were studied and the preferential order of incorporation on TCT was found to be first phenol, second thiol and third amine. The introduction of phenol was achieved at −20°C. The incorporation of this nucleophile in TCT helped to replace the third ‘Cl’ at 35°C, which is compatible with a biological context. The atomic charges on ‘Cl’ calculated by theoretical approaches were consistent with the experimental

APA, Harvard, Vancouver, ISO, and other styles

13

Kutschy, Peter, Pavol Kristian, Milan Dzurilla, Dušan Koščík, and Róbert Nádaskay. "Selectivity of nucleophilic addition to and substitution at isothiocyanatocarbonyl group. Reactions of 4-pentinoyl- and 2-(2-propinyl)-4-pentinoyl isothiocyanate with amines and methanol." Collection of Czechoslovak Chemical Communications 52, no. 4 (1987): 995–1005. http://dx.doi.org/10.1135/cccc19870995.

Full text

Abstract:

4-Pentinoyl isothiocyanate reacts with primary and secondary amines by either nucleophilic addition to N=C=S group to yield the corresponding thioureas, or a nucleophilic substitution at the carbonyl group to give 4-pentinoic acid amides. The less nucleophilic diphenylamine reacts selectively to afford the product of nucleophilic addition only. 2-(2-Propinyl)-4-pentinoyl isothiocyanate, having a sterically hindered carbonyl group, furnished with primary amines a mixture of amides and thioureas, whereas the bulkier secondary amines react selectively to form thioureas only. Both isothiocyanates

APA, Harvard, Vancouver, ISO, and other styles

14

Vilotijevic, Ivan, Markus Lange, and You Zi. "Latent (Pro)Nucleophiles in Enantioselective Lewis Base Catalyzed Allylic Substitutions." Synlett 31, no. 13 (2020): 1237–43. http://dx.doi.org/10.1055/s-0040-1707130.

Full text

Abstract:

The use of latent nucleophiles, which are molecules that are not nucleophilic but can be activated to act as a nucleophile at an opportune time during the reaction, expands the scope of Lewis base catalyzed reactions. Here, we provide an overview of the concept and show examples of applications to N- and C-centered nucleophiles in allylic substitutions. N- and C-silyl compounds are superior latent (pro)nucleophiles in Lewis base catalyzed reactions with allylic fluorides in which the formation of the strong Si–F bond serves as the driving force for the reactions. The latent (pro)nucleophiles e

APA, Harvard, Vancouver, ISO, and other styles

15

Sengee, Myagmarsuren, та Leiv K. Sydnes. "Specific conjugate addition to α,β-acetylenic ketones". Pure and Applied Chemistry 83, № 3 (2011): 587–96. http://dx.doi.org/10.1351/pac-con-10-10-24.

Full text

Abstract:

A variety of α,β-unsaturated acetylenic ketones, prepared in good yields from 3,3,4,4-tetraethoxybut-1-yne (TEB), have been reacted with selected mono- and bis-nucleophilic reagents. The mononucleophiles react in a Michael fashion and give in most cases the corresponding α,β-unsaturated alkenones in good yield. Many of the alkenes are formed as single stereoisomers, but the configuration depends on the nature of the nucleophile. If hydrogen bonds can be formed, the Z geometry is preferred, otherwise the E geometry is completely predominant. Experiments have also uncovered that α,β-unsaturated

APA, Harvard, Vancouver, ISO, and other styles

16

Mahajan, Dinesh, Varun Kumar, Anil Rana, Chhuttan Lal Meena, Nidhi Sharma, and Yashwant Kumar. "Electrophilic Activation of Carboxylic Anhydrides for Nucleophilic Acylation Reactions." Synthesis 50, no. 19 (2018): 3902–10. http://dx.doi.org/10.1055/s-0037-1609564.

Full text

Abstract:

Nucleophilic acylation of symmetrical carboxylic anhydrides has inherited limitation of reaction efficiency along with relatively poor reactivity. Traditionally, one equivalent carboxylic acid is generated during nucleophilic acylation of a symmetrical anhydride, which always limits the yield of final product to 50% or less. This is a major drawback, which discourages the use of anhydrides for laboratory or industrial applications. Electrophilic activation of carboxylic anhydride using methanesulfonyl chloride is found to be an efficient method for nucleophilic acylation, which increases produ

APA, Harvard, Vancouver, ISO, and other styles

17

Fang, Yao-ren, Zhu-gen Lai, and Kenneth Charles Westaway. "Isotope effects in nucleophilic substitution reactions X. The effect of changing the nucleophilic atom on ion-pairing in an SN2 reaction." Canadian Journal of Chemistry 76, no. 6 (1998): 758–64. http://dx.doi.org/10.1139/v98-056.

Full text

Abstract:

The effect of ion-pairing in an SN2 reaction is very different when the nucleophilic atom is changed from sulfur to oxygen, i.e., changing the nucleophile from thiophenoxide ion to phenoxide ion. When the nucleophile is sodium thiophenoxide, ion-pairing markedly alters the secondary α -deuterium kinetic isotope effect (transition state structure) and the substituent effect found by changing the para substituent on the nucleophile. When the nucleophile is sodium phenoxide, ion-pairing does not significantly affect the secondary α -deuterium or the chlorine leaving group kinetic isotope effects

APA, Harvard, Vancouver, ISO, and other styles

18

Ajenjo, Javier, Martin Greenhall, Camillo Zarantonello, and Petr Beier. "Synthesis and nucleophilic aromatic substitution of 3-fluoro-5-nitro-1-(pentafluorosulfanyl)benzene." Beilstein Journal of Organic Chemistry 12 (February 3, 2016): 192–97. http://dx.doi.org/10.3762/bjoc.12.21.

Full text

Abstract:

3-Fluoro-5-nitro-1-(pentafluorosulfanyl)benzene was prepared by three different ways: as a byproduct of direct fluorination of 1,2-bis(3-nitrophenyl)disulfane, by direct fluorination of 4-nitro-1-(pentafluorosulfanyl)benzene, and by fluorodenitration of 3,5-dinitro-1-(pentafluorosulfanyl)benzene. The title compound was subjected to a nucleophilic aromatic substitution of the fluorine atom with oxygen, sulfur and nitrogen nucleophiles affording novel (pentafluorosulfanyl)benzenes with 3,5-disubstitution pattern. Vicarious nucleophilic substitution of the title compound with carbon, oxygen, and

APA, Harvard, Vancouver, ISO, and other styles

19

Bosov, Konstantin K., Ekaterina V. Pivovarova, Irina A. Krupnova, Gennady T. Sukhanov, Anna G. Sukhanova, and Yulia V. Filippova. "Alkyl Substituent in Heterocyclic Substrate, Carbon Skeleton Length of O-Nucleophilic Agent and Conditions Influence the Product Composition from Competitive Reactions of SNipso Substitution by Aliphatic Oligoethers." Materials 16, no. 22 (2023): 7068. http://dx.doi.org/10.3390/ma16227068.

Full text

Abstract:

Using 1H NMR spectroscopy, we studied the relative mobility of the NO2 group in 1-alkyl-5-nitro-1,2,4-triazoles in the reaction of nucleophilic heterocyclic substitution by aliphatic oligoethers. The main pathways of the SNipso substitution process and the composition of resultant products from competitive reactions were examined, and the key factors influencing the relative mobility of the nitro group, such as the nitrotriazole substrate constitution, the carbon skeleton length of the O-nucleophilic agent and the process conditions, were discussed. Several independent competitive reactions di

APA, Harvard, Vancouver, ISO, and other styles

20

Zhang, Xiao, Guo-ping Lu, and Chun Cai. "Facile aromatic nucleophilic substitution (SNAr) reactions in ionic liquids: an electrophile–nucleophile dual activation by [Omim]Br for the reaction." Green Chemistry 18, no. 20 (2016): 5580–85. http://dx.doi.org/10.1039/c6gc01742h.

Full text

APA, Harvard, Vancouver, ISO, and other styles

21

Song, Wangze, Ming Li, Junnan He, Junhao Li, Kun Dong, and Yubin Zheng. "Copper-catalyzed tandem annulation/enol nucleophilic addition to access multisubstituted indoles." Organic & Biomolecular Chemistry 17, no. 10 (2019): 2663–69. http://dx.doi.org/10.1039/c9ob00181f.

Full text

APA, Harvard, Vancouver, ISO, and other styles

22

da Silva, Gabriel, Eric M. Kennedy, and Bogdan Z. Dlugogorski. "Nucleophilic Catalysis of Nitrosation: Relationship between Nitrosating Agent Equilibrium Constant and Catalyst Nucleophilicity." Journal of Chemical Research 2002, no. 12 (2002): 589–90. http://dx.doi.org/10.3184/030823402103171069.

Full text

APA, Harvard, Vancouver, ISO, and other styles

23

Gao, Yu-Qi, Yi Hou, Liming Zhu, et al. "Visible-light driven synthesis of polycyclic benzo[d][1,3]oxazocine from 2-aminochalcone." Chemical Communications 56, no. 49 (2020): 6739–42. http://dx.doi.org/10.1039/d0cc02416c.

Full text

APA, Harvard, Vancouver, ISO, and other styles

24

Arcadi, Antonio, Giancarlo Fabrizi, Andrea Fochetti, et al. "Palladium-catalyzed Tsuji–Trost-type reaction of benzofuran-2-ylmethyl acetates with nucleophiles." RSC Advances 11, no. 2 (2021): 909–17. http://dx.doi.org/10.1039/d0ra09601f.

Full text

APA, Harvard, Vancouver, ISO, and other styles

25

Aimi, Takahiro, Tomohiro Meguro, Akihiro Kobayashi, Takamitsu Hosoya, and Suguru Yoshida. "Nucleophilic transformations of azido-containing carbonyl compounds via protection of the azido group." Chemical Communications 57, no. 49 (2021): 6062–65. http://dx.doi.org/10.1039/d1cc01143j.

Full text

APA, Harvard, Vancouver, ISO, and other styles

26

Rani, Poonam, and Rajendra Srivastava. "Nucleophilic addition of amines, alcohols, and thiophenol with epoxide/olefin using highly efficient zirconium metal organic framework heterogeneous catalyst." RSC Advances 5, no. 36 (2015): 28270–80. http://dx.doi.org/10.1039/c5ra00921a.

Full text

APA, Harvard, Vancouver, ISO, and other styles

27

Nudelman, Norma Sbarbati, Cecilia E. Silvana Alvaro, Monica Savini, Viviana Nicotra, and Jeannette Yankelevich. "Effects of the Nucleophile Structure on the Mechanisms of Reaction of 1-Chloro-2,4-dinitrobenzene with Aromatic Amines in Aprotic Solvents." Collection of Czechoslovak Chemical Communications 64, no. 10 (1999): 1583–93. http://dx.doi.org/10.1135/cccc19991583.

Full text

Abstract:

The kinetics of reactions of 1-chloro-2,4-dinitrobenzene with aniline and several substituted aromatic amines, B, in toluene shows a quadratic dependence of the second-order rate constant, kA, on [B], which is preserved even in the presence of increasing amounts of dimethylaniline, while the reaction with N-methylaniline shows a linear dependence of kA vs [B]. All these results are interpreted by the "dimer nucleophile" mechanism, and confirmed by the effects of a non-nucleophilic hydrogen bond acceptor tertiary amine which show the relevance of the structure of the nucleophile and the role of

APA, Harvard, Vancouver, ISO, and other styles

28

Schmidt, Andreas, and Thorsten Mordhorst. "Syntheses and Properties of Di- and Tricationic Hetarenium-Substituted Pyrimidines." Zeitschrift für Naturforschung B 61, no. 4 (2006): 396–405. http://dx.doi.org/10.1515/znb-2006-0405.

Full text

Abstract:

2,4-Dichloro-, 4,6-dichloro-, 2,4,6-trichloro- and tetrachloropyrimidine undergo nucleophilic displacements by 4-(dimethylamino)pyridine to give (pyrimidine-2,4-diyl)-1,1’-bis[4-(dimethylamino) pyridinium] dichloride, (pyrimidine-4,6-diyl)-1,1’-bis[4-(dimethylamino)-pyridinium] dichloride, (pyrimidine-2,4,6-triyl)-1,1’,1”-tris[4-(dimethylamino)pyridinium] trichloride, and (5- chloropyrimidine-2,4,6-triyl)-1,1’,1”-tris[4-(dimethylamino)pyridinium] trichloride, respectively. Nucleophilic substitutions of the pyridinium substituents by O- and S-nucleophiles to functionalized pyrimidines are exami

APA, Harvard, Vancouver, ISO, and other styles

29

Dust, Julian M., та Erwin Buncel. "Reactions of the super-electrophile, 2-(2′,4′-dinitrophenyl)-4,6-dinitrobenzotriazole 1-oxide, with methoxide and tert-butoxide: basicity and steric hindrance as factors in σ-complex formation versus nucleophilic displacement". Canadian Journal of Chemistry 69, № 6 (1991): 978–86. http://dx.doi.org/10.1139/v91-143.

Full text

Abstract:

The course of the reactions of methoxide and tert-butoxide with 2-(2′,4′-dinitrophenyl)-4,6-dinitrobenzotriazole 1-oxide (4) clearly shows that the C-7 electrophilic site is significantly more reactive than the C-1′ site of the substrate. The reaction pathways of these alkoxides, which differ in basicity (as a measure of nucleophilicity) and steric bulk, were followed by 400 MHz 1H nuclear magnetic resonance spectroscopy. While both alkoxides lead to immediate formation of the respective C-7 anionic σ-adducts, a greater percentage of C-7 adduct formation occurs with methoxide as attacking nucl

APA, Harvard, Vancouver, ISO, and other styles

30

Telezhkin, A. A., P. A. Volkov, and K. O. Khrapova. "Nucleophilic substitution of hydrogen in pyridine and its derivatives by organophosphorus nucleophiles in the presence of electron-deficient acetylenes." Журнал органической химии 59, no. 10 (2023): 1269–300. http://dx.doi.org/10.31857/s0514749223100026.

Full text

Abstract:

The review considers publications on a new easy functionalization of pyridinoids (pyridines, quinolines, isoquinolines, acridine, phenanthridine) by the electron-deficient acetylene (esters of acetylenecarboxylic acids, acylacetylenes, cyanoacetylenes)/P-nucleophile (phosphine chalcogenides, H -phosphonates) system. Particular attention is paid to the SN H reaction of regioselective cross-coupling of pyridines with secondary phosphine chalcogenides, initiated by acylacetylenes and leading to the formation of 4-chalcogenophosphorylpyridines. In these processes, acetylenes act as trimodal adjuva

APA, Harvard, Vancouver, ISO, and other styles

31

McNeish, Joanne R., J. Scott Parent, and Ralph A. Whitney. "Halogenated poly(isobutylene-co-isoprene): influence of halogen leaving-group and polymer microstructure on chemical reactivity." Canadian Journal of Chemistry 91, no. 6 (2013): 420–27. http://dx.doi.org/10.1139/cjc-2013-0068.

Full text

Abstract:

Brominated (BIIR) and chlorinated (CIIR) poly(isobutylene-co-isoprene) are commercially available materials commonly known as halobutyl rubbers. The effect of leaving-group ability on the reactivity of halogenated poly(isobutylene-co-isoprene) was studied to place iodobutyl rubber reactivity into context with these materials. The effect of microstructure on reactivity of existing commercial materials was studied through comparison to that of polymers containing rearranged halomethyl (r-CIIR, r-BIIR, and r-IIIR) microstructure (prepared from as-received BIIR). The effect of leaving group on bot

APA, Harvard, Vancouver, ISO, and other styles

32

Cassagne, Thierry, Henri-Jean Cristau, Gérard Delmas та ін. "Comparative Evaluation of Oxidising and Nucleophilic Properties of Some α-Nucleophiles". Journal of Chemical Research 2002, № 7 (2002): 336–38. http://dx.doi.org/10.3184/030823402103172194.

Full text

Abstract:

Six α-nucleophiles were evaluated at pH = 8 in an aqueous methanolic solution for their oxidising power towards tetrahydrothiophene, and the nucleophilic properties towards paraoxon. MMPP and m-CPBA are the most versatile reagents and can act as nucleophiles as well as oxidising agents.

APA, Harvard, Vancouver, ISO, and other styles

33

Li, Jinhua, Zhengyu Lu, Yuhui Hua, Dafa Chen, and Haiping Xia. "Carbolong chemistry: nucleophilic aromatic substitution of a triflate functionalized iridapentalene." Chemical Communications 57, no. 68 (2021): 8464–67. http://dx.doi.org/10.1039/d1cc03261e.

Full text

APA, Harvard, Vancouver, ISO, and other styles

34

Cheng, Huayu, Xiaofan Zhou, Anjing Hu, et al. "Thioether-functionalized trifluoromethyl-alkynes, 1,3-dienes and allenes: divergent synthesis from reaction of 2-trifluoromethyl-1,3-conjugated enynes with sulfur nucleophiles." RSC Advances 8, no. 59 (2018): 34088–93. http://dx.doi.org/10.1039/c8ra07834c.

Full text

Abstract:

A divergent synthesis of thioether-functionalized trifluoromethyl-alkynes, 1,3-dienes and allenes viaregioselective nucleophilic addition of sulfur nucleophiles to 2-trifluoromethyl-1,3-conjugated enynes was developed.

APA, Harvard, Vancouver, ISO, and other styles

35

Oh, Young-Ho, Hyoju Choi, Chanho Park, Dong Wook Kim, and Sungyul Lee. "Harnessing Ionic Interactions and Hydrogen Bonding for Nucleophilic Fluorination." Molecules 25, no. 3 (2020): 721. http://dx.doi.org/10.3390/molecules25030721.

Full text

Abstract:

We review recent works for nucleophilic fluorination of organic compounds in which the Coulombic interactions between ionic species and/or hydrogen bonding affect the outcome of the reaction. SN2 fluorination of aliphatic compounds promoted by ionic liquids is first discussed, focusing on the mechanistic features for reaction using alkali metal fluorides. The influence of the interplay of ionic liquid cation, anion, nucleophile and counter-cation is treated in detail. The role of ionic liquid as bifunctional (both electrophilic and nucleophilic) activator is envisaged. We also review the SNAr

APA, Harvard, Vancouver, ISO, and other styles

36

Vasilenko, Dmitry A., Sevastian E. Dronov, Dzianis U. Parfiryeu, et al. "5-Nitroisoxazoles in SNAr reactions: access to polysubstituted isoxazole derivatives." Organic & Biomolecular Chemistry 19, no. 29 (2021): 6447–54. http://dx.doi.org/10.1039/d1ob00816a.

Full text

Abstract:

An efficient protocol for the straightforward functionalization of the isoxazole ring via the reactions of aromatic nucleophilic substitution of the nitro group with various nucleophiles has been elaborated.

APA, Harvard, Vancouver, ISO, and other styles

37

Benchoam, Dayana, Jonathan A. Semelak, Ernesto Cuevasanta, et al. "Acidity and nucleophilic reactivity of glutathione persulfide." Journal of Biological Chemistry 295, no. 46 (2020): 15466–81. http://dx.doi.org/10.1074/jbc.ra120.014728.

Full text

Abstract:

Persulfides (RSSH/RSS−) participate in sulfur trafficking and metabolic processes, and are proposed to mediate the signaling effects of hydrogen sulfide (H2S). Despite their growing relevance, their chemical properties are poorly understood. Herein, we studied experimentally and computationally the formation, acidity, and nucleophilicity of glutathione persulfide (GSSH/GSS−), the derivative of the abundant cellular thiol glutathione (GSH). We characterized the kinetics and equilibrium of GSSH formation from glutathione disulfide and H2S. A pKa of 5.45 for GSSH was determined, which is 3.49 uni

APA, Harvard, Vancouver, ISO, and other styles

38

Liljenberg, Magnus, Tore Brinck, Tobias Rein та Mats Svensson. "Utilizing the σ-complex stability for quantifying reactivity in nucleophilic substitution of aromatic fluorides". Beilstein Journal of Organic Chemistry 9 (23 квітня 2013): 791–99. http://dx.doi.org/10.3762/bjoc.9.90.

Full text

Abstract:

A computational approach using density functional theory to compute the energies of the possible σ-complex reaction intermediates, the “σ-complex approach”, has been shown to be very useful in predicting regioselectivity, in electrophilic as well as nucleophilic aromatic substitution. In this article we give a short overview of the background for these investigations and the general requirements for predictive reactivity models for the pharmaceutical industry. We also present new results regarding the reaction rates and regioselectivities in nucleophilic substitution of fluorinated aromatics.

APA, Harvard, Vancouver, ISO, and other styles

39

Hudson, R., N. P. Bizier, K. N. Esdale, and J. L. Katz. "Synthesis of indoles, benzofurans, and related heterocycles via an acetylene-activated SNAr/intramolecular cyclization cascade sequence in water or DMSO." Organic & Biomolecular Chemistry 13, no. 8 (2015): 2273–84. http://dx.doi.org/10.1039/c4ob02549k.

Full text

Abstract:

The synthesis of 2-substituted indoles and benzofurans was achieved by nucleophilic aromatic substitution, followed by subsequent 5-endo-dig cyclization between the nucleophile and an ortho acetylene.

APA, Harvard, Vancouver, ISO, and other styles

40

Burianova, Valeria K., Dmitrii S. Bolotin, Alexander S. Mikherdov та ін. "Mechanism of generation of closo-decaborato amidrazones. Intramolecular non-covalent B–H⋯π(Ph) interaction determines stabilization of the configuration around the amidrazone CN bond". New Journal of Chemistry 42, № 11 (2018): 8693–703. http://dx.doi.org/10.1039/c8nj01018h.

Full text

APA, Harvard, Vancouver, ISO, and other styles

41

Damas, Liliana, Rui M. B. Carrilho, Sandra C. C. Nunes, et al. "A novel Pd-catalysed sequential carbonylation/cyclization approach toward bis- N -heterocycles: rationalization by electronic structure calculations." Royal Society Open Science 5, no. 9 (2018): 181140. http://dx.doi.org/10.1098/rsos.181140.

Full text

Abstract:

An unprecedented palladium-catalysed sequential aminocarbonylation/cyclization synthetic strategy, using carbon monoxide and structurally different aliphatic diamines as N -nucleophiles, gives access, in one pot, to a new family of indole-based N -heterocyclic derivatives (hydropyrazinones, benzodiazepinones and hydroquinoxalines). Optimization of the reaction conditions towards double carbonylation ( P CO = 30 bar, T = 80°C, iodoindole/diamine ratio = 1 : 1.5, toluene as solvent) allowed the target cyclic products, which are formed in situ via intramolecular cyclization of the ketocarboxamide

APA, Harvard, Vancouver, ISO, and other styles

42

Abramov, Igor Gennad'evich, Valerii V. Zhandarev, Alexey V. Smirnov, Levan S. Kalandadze, Mikhail E. Goshin, and Vladimir V. Plakhtinskii. "Synthesis of substituted azines with the participation of 4-bromo-5-nitrophthalonitrile." Mendeleev Communications 12, no. 3 (2002): 120–21. https://doi.org/10.1070/mc2002v013n03abeh001587.

Full text

Abstract:

New cyan-containing azines were synthesised by activated aromatic nucleophilic substitution for the bromine atom and the nitro group in 4-bromo-5-nitrophthalonitrile with bifunctional O-, N-, and S-nucleophiles.

APA, Harvard, Vancouver, ISO, and other styles

43

Undheim, Kjell. "Bond Formation at C8 in the Nucleoside and Nucleotide Purine Scaffold: An Informative Selection." Molecules 29, no. 8 (2024): 1815. http://dx.doi.org/10.3390/molecules29081815.

Full text

Abstract:

This paper presents methods for the introduction and exchange of substituents in a nucleobase and its nucleosides and nucleotides with emphasis on the C8-position in the purine skeleton. The nucleobase is open for electrophilic and nucleophilic chemistry. The nucleophilic chemistry consists mainly of displacement reactions when the C8-substituent is a good leaving group such as a halogen atom. The heteroatom in amines, sulfides, or oxides is a good nucleophile. Halides are good reaction partners. Metal-promoted cross-coupling reactions are important for carbylations. Direct oxidative metalatio

APA, Harvard, Vancouver, ISO, and other styles

44

Charushin, V. N., and O. N. Chupakhin. "SNH methodology and new approaches to condensed heterocyclic systems." Pure and Applied Chemistry 76, no. 9 (2004): 1621–31. http://dx.doi.org/10.1351/pac200476091621.

Full text

Abstract:

The review surveys the reactions of electron-deficient azaaromatic compounds with mono- and bifunctional nucleophilies in which a nucleophilic attack at the unsubstituted CH carbon of an aromatic ring is one of the key steps. Use of the SNH methodology for the synthesis of fused heterocyclic systems by means of nucleophilic addition –addition AN–AN, addition –substitution of hydrogen AN–SNH, tandem substitution of hydrogen SNH–SNH, and other strategies will be discussed. Intramolecular SNH reactions will also be considered as effective synthetic tools to obtain condensed heterocyclic systems.

APA, Harvard, Vancouver, ISO, and other styles

45

Cuesta, Sebastián A., F. Javier Torres, Luis Rincón, José Luis Paz, Edgar A. Márquez, and José R. Mora. "Effect of the Nucleophile’s Nature on Chloroacetanilide Herbicides Cleavage Reaction Mechanism. A DFT Study." International Journal of Molecular Sciences 22, no. 13 (2021): 6876. http://dx.doi.org/10.3390/ijms22136876.

Full text

Abstract:

In this study, the degradation mechanism of chloroacetanilide herbicides in the presence of four different nucleophiles, namely: Br−, I−, HS−, and S2O3−2, was theoretically evaluated using the dispersion-corrected hybrid functional wB97XD and the DGDZVP as a basis set. The comparison of computed activation energies with experimental data shows an excellent correlation (R2 = 0.98 for alachlor and 0.97 for propachlor). The results suggest that the best nucleophiles are those where a sulfur atom performs the nucleophilic attack, whereas the other species are less reactive. Furthermore, it was obs

APA, Harvard, Vancouver, ISO, and other styles

46

Lu, Ju-You, Bo Zhao, Yongmei Du, Jianxin Yang, and Jian Lu. "Transition-metal-free direct nucleophilic substitution of carboranyllithium and 2-halopyridines." Organic & Biomolecular Chemistry 17, no. 32 (2019): 7438–41. http://dx.doi.org/10.1039/c9ob00978g.

Full text

Abstract:

An efficient C(cage)–heteroarylation of carborane is presented, via direct nucleophilic substitution of carboranyllithium with 2-halopyridines under transition-metal-free conditions. The process utilizes readily available carboranyllithium nucleophile, and exhibits a broad substrate scope.

APA, Harvard, Vancouver, ISO, and other styles

47

Zhang, Xiao, Guo-ping Lu, and Chun Cai. "Correction: Facile aromatic nucleophilic substitution (SNAr) reactions in ionic liquids: an electrophile–nucleophile dual activation by [Omim]Br for the reaction." Green Chemistry 18, no. 22 (2016): 6143. http://dx.doi.org/10.1039/c6gc90108e.

Full text

Abstract:

Correction for ‘Facile aromatic nucleophilic substitution (S<sub>N</sub>Ar) reactions in ionic liquids: an electrophile–nucleophile dual activation by [Omim]Br for the reaction’ by Xiao Zhang, et al., Green Chem., 2016, 18, 5580–5585.

APA, Harvard, Vancouver, ISO, and other styles

48

Imada, Yasushi, Yukihiro Arakawa, Shun Ueta, Takuma Okamoto, and Keiji Minagawa. "Nucleophilic Addition to Nitrones Using a Flow Microreactor." Synlett 31, no. 09 (2020): 866–70. http://dx.doi.org/10.1055/s-0039-1691601.

Full text

Abstract:

Nucleophilic addition reactions of soft carbon nucleophiles to nitrones in a flow microreactor are reported for the first time. Under microflow conditions at 30 to 0 °C, a range of nitrones can be efficiently transformed into the corresponding oxyiminium ions by reaction with either acyl halides or trialkylsilyl triflates. These can subsequently undergo the addition of nucleophiles including allyltributylstannane, ketene methyl tert-butyldimethylsilyl acetal, and N-silyl ketene imines to afford the corresponding adducts in high yields; such reactions at a similar temperature under batch condit

APA, Harvard, Vancouver, ISO, and other styles

49

Cui, Peng, and Vlad M. Iluc. "Redox-induced umpolung of transition metal carbenes." Chemical Science 6, no. 12 (2015): 7343–54. http://dx.doi.org/10.1039/c5sc02859k.

Full text

Abstract:

An unprecedented umpolung of a nucleophilic palladium carbene complex was realized by successive one-electron oxidations to generate a cationic carbene complex, which shows electrophilic behavior toward nucleophiles resulting from a polarity inversion of the Pd–C<sub>carbene</sub> bond.

APA, Harvard, Vancouver, ISO, and other styles

50

Crossley, Maxwell J., Lionel G. King, Simon M. Pyke, and Charles W. Tansey. "Reaction of 5-nitro-octaethylporphyrins with nucleophiles." Journal of Porphyrins and Phthalocyanines 06, no. 11 (2002): 685–94. http://dx.doi.org/10.1142/s1088424602000816.

Full text

Abstract:

An investigation of the reactions of metallo-5-nitro-2,3,7,8,12,13,17,18-octaethylporphyrins with Grignard reagents, benzyl oxide, phenoxide and benzenethiolate nucleophiles shows that, except for benzenethiolate reactions, they are less efficient than related reactions of metallo-2-nitro-5,10,15,20-tetraarylporphyrins. Treatment of free-base and nickel(II) 5-nitro-octaethylporphyrin with the “soft” nucleophile benzenethiolate in DMF affords the corresponding 5-phenylthioporphyrins in 61 and 72% yield, respectively, by ipso-substitution of the nitro group. In contrast, with methylmagnesium iod

APA, Harvard, Vancouver, ISO, and other styles

We offer discounts on all premium plans for authors whose works are included in thematic literature selections. Contact us to get a unique promo code!