Suzuki Miyaura cross-coupling Research Papers (original) (raw)

2025, Chemistry - A European Journal

2025, Bulletin of The Korean Chemical Society

Ten new derivatives of 1,3-diazabicyclo[3.1.0]hex-3-enes linked via ether linkage to chalcones were synthesized and characterized by UV, FT-IR, 1 H NMR and 13 C NMR spectral techniques. The spectra of all synthesized compounds, confirmed structure-photochromic behavior relationships (SPBR) both in solution or in solid state by irradiation under UV light at 254 nm. In other efforts for first time photochromic behavior of ketoaziridines has been investigated.

2025, ChemistrySelect

Highly functionalized diaryl ketones were prepared by carbonylative cross-coupling reaction between triarylbismuthines and aryl and heteroaryl iodides. The reaction is catalyzed by tetrakis (triphenylphosphine)palladium(0) and is performed in the presence of rubidium carbonate. The procedure requires only 1 atmosphere of carbon monoxide and 0.4 equivalents of triarylbismuthine. Addition of lithium chloride provides higher yields of the desired diaryl ketones. This simple protocol shows wide substrate scope and excellent functional group tolerance. The reactivity of ditolylbismuth chloride and tolylbismuth dichloride is investigated.

2025, Bioorganic & Medicinal Chemistry Letters

2025, The Journal of Organic Chemistry

General Comments. All solvents were dried by standard methods and all reactions were carried out under an inert atmosphere. For 1 H and 13 C NMR spectra the deuterated solvents indicated were used. Mass spectrometric data (MS) were obtained by electron ionization (EI, 70 eV), chemical ionization (CI, H 2 O) or electrospray ionization (ESI). For preparative scale chromatography, silica gel (60-200 mesh) was used. Melting points are uncorrected. General procedure for the synthesis of salicylates 3 and 12: To a CH 2 Cl 2 solution of silyl enol ether 2 (1.0 equiv.) and 1,3-bis(silyl enol ether) 1 (1.0 equiv.) was dropwise added TiCl 4 (1.0 equiv.) at -78 o C under argon atmosphere. The solution was stirred at -78 o C for 30 min and then allowed to warm to 20 °C during 18 h. To the solution was added a saturated aqueous solution of NaHCO 3 . The organic layer was separated and the aqueous layer was repeatedly extracted with CH 2 Cl 2 . The combined organic extracts were dried (Na 2 SO 4 ) and filtered. The filtrate was concentrated in vacuo and the residue was purified by chromatography (silica gel, nhexane/EtOAc) to give salicylates 3. The synthesis of 3a was previously reported. 11a Methyl 4,5,6-trimethyl-2-hydroxybenzoate (3b). Starting with 1-methoxy-1,3-bis-(trimethylsilyloxy)buta-1,3-diene 1a (1.04 g, 4.0 mmol), 2b (0.744 g, 4.0 mmol) and TiCl 4 (0.760 g, 4.0 mmol) in CH 2 Cl 2 (8 mL), 3b was isolated after chromatography (silica gel, n-hexane/EtOAc

2025, Topics in Catalysis

Mixed metallic Au-Pd nanoparticles (NPs) supported on rice husk ash silica was successfully developed through immobilization of imidazolium chloride (Im) ionic liquid. Au-PdNPs_Me-IM ionic liquid at RHA silica catalytic system was prepared by the method of reduction using NaBH 4 as reducing agent at controlled feed rate and used as effective catalyst for ligand free Suzuki coupling reaction in ethanol at 80 °C. Synthesized catalytic system was characterized by using FT-IR, NMR, XRD, SEM-EDS and TGA-DSC analysis. Mixed metallic Au-PdNPs catalytic system provides better catalytic activity than mono metallic nanoparticles. Ionic liquid and mixed metallic nanoparticles hybrid system supported on natural waste rice husk ash silica provides better stability with high efficiency, enhances the physicochemical properties through intermolecular interactions and consequently provides ease in recyclability up to next seven turns without loss in catalytic efficiency.

2025, Journal of Polymer Science Part A: Polymer Chemistry

A series of soluble donor-acceptor conjugated polymers comprising of phenothiazine donor and various benzodiazole acceptors (i.e., benzothiadiazole, benzoselenodiazole, and benzoxadiazole) sandwiched between hexyl-thiophene linkers were designed, synthesized, and used for the fabrication of polymer solar cells (PSC). The effects of the benzodiazole acceptors on the thermal, optical, electrochemical, and photovoltaic properties of these low-bandgap (LBG) polymers were investigated. These LBG polymers possessed large molecular weight (M n ) in the range of 3.85À5.13 Â 10 4 with high thermal decomposition temperatures, which demonstrated broad absorption in the region of 300À750 nm with optical bandgaps of 1.80À1.93 eV. Both the HOMO energy level (À5.38 to À5.47 eV) and LUMO energy level (À3.47 to À3.60 eV) of the LBG polymers were within the desirable range of ideal energy level. Under 100 mW/cm 2 of AM 1.5 white-light illumination, bulk heterojunction PSC devices containing an active layer of electron donor polymers mixed with electron acceptor [6,6]-phenyl-C 61 -butyric acid methyl ester (PC 61 BM) or [6,6]-phenyl-C 71butyric acid methyl ester (PC 71 BM) in different weight ratios were investigated. The best performance of the PSC device was obtained by using polymer PP6DHTBT as an electron donor and PC 71 BM as an acceptor in the weight ratio of 1:4, and a power conversion efficiency value of 1.20%, an open-circuit voltage (V oc ) value of 0.75 V, a short-circuit current (J sc ) value of 4.60 mA/cm 2 , and a fill factor (FF) value of 35.0% were achieved. V

2025, RSC Advances

Palladium catalysed, aryl boronic acid homocoupling, is explored as a fluorescence sensing regime for saccharides. The catalytic formation rate of fluorescent bi-aryls, under control of a palladium catalyst, is modulated by the presence of saccharides. The nature of the aryl group, rate of biaryl formation and limits of detection are investigated.

2025, Central European Journal of Chemistry

The synthesis of new 3,7-dibromophenothiazine derivatives bearing bromoalkyl, mercaptoalkyl and alkylthioacetate groups on the N atom at position 10 is reported. The Suzuki coupling reaction of one of these derivatives via the bromine... more

2025, Chemical Communications

The 1 H-and 13 C-NMR spectra were recorded on a Bruker ARX 400 spectrometer with deuterated tetrachlorethane or dimethylsulfoxide as the solvents. Low-resolution mass spectroscopy was obtained on a Varian MAT 311A operating at 70 eV (electron impact) and reported as m/z. Elemental analyses were done on a Vario EL II (CHNS) instrument. UV-vis

2025

We thank the EPSRC, Anglo American and Cytec industries for funding and the EaStCHEM Research Computing Facility for computing time and access to software. Additional figures, tables, and details. This material is available free of charge via the Internet at A series of tertiary amines containing one, two, or three amido groups with the atom sequence R 2 N-CH 2 -NR′-CO-R′′ are readily protonated, forming six-membered "proton chelates" with a hydrogen bond between the tertiary ammonium N-H+ group and one or two of the pendant amido oxygen atoms. The resulting cations are good outer-sphere ligands for [ZnCl 4 ] 2-, forming charge-neutral complexes, [(LH) 2 ZnCl 4 ], and show high selectivity over [FeCl 4 ] -and Cl -as solvent extractants.

2025, ChemistrySelect

The palladium-N-heterocyclic carbene complexes have been synthesised from 1,3-bis-(N-alkyl)benzimidazolium salts and catalytic activity of complexes have been tested on Suzuki-Miyaura coupling reaction for aryl bromides with substituted arylboronic acids at room temperature in i-PrOH/water. Structural characterisation of palladium complex 2 b was determined by x-ray crystallography. A convenient and effective protocol has been evolved that has several superior advantages, including very low catalyst loading, vide range of substrate tolerance, excellent yields, room temperature, totally green solvents, short reaction times, up to 59750 h À1 TOF (Turn Over Frequency) value with aryl bromide substrates and very simple procedure.

2025

Une serie de calixarenes portant une unite imidazolium ou deux, en conformation cone ont ete synthetises et caracterises par differentes methodes. Ces sels charges positivement constituaient des precurseurs de carbenes N-heterocycliques pour la synthese de complexes de nickel correspondants. Les complexes Ni-NHC-calix[4]arenes obtenus ont ete testes dans la catalyse de la reaction de couplage croise de Suzuki-Miyaura. Des moyennes a bonnes conversions ont ete obtenues selon l’espacement du centre metallique de la cavite calixarenique, ainsi que le nombre de centre metallique presents sur la meme plateforme.

2025, Journal of Porous Materials

The sol-gel method was employed to synthesize three-dimensional mesoporous Fe-KIT-6 and KIT-6. These materials were investigated for their potential in controlled drug delivery applications, with ibuprofen used as a model drug. Both Fe-KIT-6 and KIT-6 exhibit large pore volumes, narrow pore size distributions, and high surface areas, making them promising candidates for drug adsorption. The introduction of iron into the KIT-6 structure significantly enhanced its drug sorption capacity, with the materials showing an increased ability to adsorb ibuprofen as the iron content increased. Moreover, the release of ibuprofen was more efficient from iron-modified KIT-6, with materials containing iron exhibiting slower and more controlled drug release profiles. These results suggest that Fe-KIT-6 has potential for use in sustained-release drug delivery systems.

2025

It was earlier reported that the bromination of 1,2,3,4-tetrahydroquinoline with NBS would give 4,6,8-tribromoquinoline. This reaction was reinvestigated, and the structure was assigned to be 3,6,8-tribromoquinoline. Suzuki–Miyaura... more

It was earlier reported that the bromination of 1,2,3,4-tetrahydroquinoline
with NBS would give 4,6,8-tribromoquinoline.
This reaction was reinvestigated, and the structure was assigned to
be 3,6,8-tribromoquinoline. Suzuki–Miyaura cross-coupling reactions
of this molecule allowed for a convenient synthesis of 3,6,8-
triarylquinolines

2024, Central European Journal of Chemistry

2024, RSC Advances

First heterogeneous catalytic system, having a covalently linked hybrid bidentate organotellurium ligand [i.e., PhTe-CH 2-CH 2-NH 2 ] on the surface of graphene oxide, has been synthesized with immobilized and stabilized Pd(0) nanoparticles. To the best of our knowledge, it is the first such catalytic system in which a heterogenized organotellurium ligand has been used. It has been well-characterized using different physicochemical characterization techniques viz. P-XRD, XPS, HR-TEM, EELS, FE-SEM, EDX, TGA, BET surface area analysis, FT-IR spectroscopy, and Raman spectroscopy. The Pd content of the final system has been quantified using ICP-OES. Its applications have been explored in Suzuki-Miyaura CC cross coupling and CO cross coupling reactions. Hot filtration experiments corroborate the heterogeneous nature of the catalysis. It is recyclable for up to five reaction cycles in Suzuki-Miyaura and CO cross coupling with marginal loss in performance. It also catalyzes the reactions of chloroarenes such as chlorobenzene, 4-chloroaniline, 1-chloro-4-nitrobenzene, 4-chloroacetophenone, 4-chlorobenzophenone for Suzuki coupling, and 1-chloro-4-nitrobenzene, 4-chlorobenzonitrile, chlorobenzene, and 4-chlorotoluene for CO coupling. P-XRD, FE-SEM, and EDX study reveals that the catalytic system retains its structural originality and functionality after recycling.

2024, chemistry and materials research

The copper catalyzed N-arylation of angular aminotriazaphenothiazinone is reported. This was achieved by the coupling of 11-amino-1,8,10-triazabenzo[a]phenothiazin-5-one with potassium or lithium aryltriolborate in the presence of a copper catalyst for over 20h at room temperature to give the desired product. The success of this reaction lies in the preparation of the key intermediate, 11-amino-1, 8, 10-triazabenzo[a]phenothiazin-5-one synthesized by the condensation of 4, 5-diamino-6-thioprimidine with 7-chloro-5, 8-quinolinequinone in an anhydrous basic medium. Structures were assigned on the basis of spectral and analytical data.

2024, Chemistry and Materials Research

2024, Bulletin of the American Physical Society

2024, Bioorganic & Medicinal Chemistry Letters

2024

Part A: Antimalarial Agents modified at the C-16 position of Artemisinin. Malaria is a widespread tropical and subtropical parasitic disease which is caused by malarial parasites and transmitted by the infected anopheles mosquitoe. The natural product artemisinin and its derivatives are currently considered the most effective drugs against drug resistant plasmodium falciparum. However, its undesired physicochemical proprieties have limited its usage. In order to improve its effectiveness, scientists around the world have developed novel methodology to synthesize artemisinin derivatives on different positions of the artemisinin skeleton. Previous work in our group has shown that many analogues modified at the C-16 of artemisinin had improved efficacy along with modified physicochemical proprieties. This work focuses on the synthesis of heteroatomic and heterocyclic derivatives of artemisinin with the emphasis on C-16 substituted triazole containing side-chains. Successful synthetic results and subsequent bioassay demonstrated that the compounds have modest antimalarial activity compared to artemisinin and improved water solubility. With these encouraging results in hand, further work is underway to tune the desired physicochemical properties so that plasma half-life and oral bioavailability will be improved. vii ACKNOWLEDGEMENTS I would like to thank all the individuals and grants which have helped me throughout my graduate project work. Especially, I would like to express my sincere thanks and appreciation to: Dr. Mitchell Avery, my major advisor, for his patience, insight, and willingness to assist me throughout my work. His knowledge and experience in organic synthesis has really been an inspiration to me. Dr. Stephen Cutler, my co-advisor, for his consistent support and encouragement, which has motivated me to complete my work. Dr. John Rimoldi, for his inspirational teaching style and for serving on my committee. Dr. Xing-cong Li, for his insightful comments and for serving on my committee.

2024

2024, Tetrahedron Letters

2024, Journal of Chemical Research

Synthesis of 2-(2-hydroxybenzoyl)-4 H-furo[3,2- c]chromen-4-one has been accomplished by the reaction of 3-halochromone with 2-aminochromone. In this reaction, 2-aminochromone acts as a masked 4-hydroxycoumarin.

2024, European Journal of Organic Chemistry

The synthesis of new derivatives of embelin, a natural inhibitor of X‐linked inhibitor of apoptosis protein (XIAP) is described. The design of these new molecules involved introduction of aromatic groups directly linked to the benzoquinone core. To allow a large flexibility in the nature and the length of the added chain, the strategy involves first aSuzuki–Miyaura reaction with functionalized aromatics, yielding a first generation of molecules. Then, by appropriate use of the functional groups, a second generation of representative embelin derivatives was prepared.

2024, Tetrahedron

Phenyleneethiophene oligomers bearing peracetylated b-D-glucose or N-BOC-L-phenylalanine as chiral substituents were synthesized in good yields by a versatile protocol based on the SuzukieMiyaura crosscoupling reaction. Aryl iodides bearing the chiral biomolecules as substituents efficiently reacted with pinacol boronates of bi-or terthiophenes leading to the bio-functionalized oligomers in good yields.

2024, Advanced Synthesis & Catalysis

2024, Angewandte Chemie

Scheme 1. Iron-catalyzed Suzuki-Miyaura coupling between 1 and 2 (R = alkyl).

2024, Angewandte Chemie International Edition

Scheme 1. Iron-catalyzed Suzuki-Miyaura coupling between 1 and 2 (R = alkyl).

2024, Catalysts

The synthesis of new vicinal diamines based on aziridine and azetidine cores as well as the comparison of their catalytic activities as ligand in the Suzuki-Miyaura coupling reaction are described in this communication. The synthesis of three-and four-membered ring heterocycles substituted by a methylamine pendant arm is detailed from the parent nitrile derivatives. Complexation to palladium under various conditions has been examined affording vicinal diamines or amine-imidate complexes. The efficiency of four new catalytic systems is compared in the preparation of variously substituted biaryls. Aziridine-and azetidine-based catalytic systems allowed Suzuki-Miyaura reactions from aryl halides including chlorides with catalytic loadings until 0.001% at temperatures ranging from 100 • C to r.t. The evolution of the Pd-metallacycle ring strain moving from azetidine to aziridine in combination with a methylamine or an imidate pendant arm impacted the Suzuki-Miyaura reaction issue.

2024

Lactarochromal 1, a metabolite of the fungus Lactarius deliciosus, was isolated by Ayer and Trifonov 1 , and characterized on the basis of spectroscopic data. Since structure 1 was based only on spectral data, a synthetic support 2 was provided to confirm the assigned structure by its facile synthesis utilising 2,2,6-trimethylchroman-4-one 2 as the key intermediate. However, the K2S2O8-Cu (II) mediated oxidation 3 of the aromatic methyl group in 2 produced appreciable amount of the corresponding acid at the cost of desired product 1. To circumvent this problem, it was preferred to introduce the formyl group directly on preformed chromanone skeleton at the last stage of synthesis. In accordance with this protocol, herein is reported an efficient and simple synthesis of 1 starting from 6-amino-2,2-dimethylchroman-4-one 3 (Scheme I). The starting material 3 for the synthesis of 1 was prepared, in the present case, starting from paracetamol via the known intermediates: 4′acetoxyacetanil...

2024

Direct one-pot base-promoted conjugate addition-elimination of 6,8-dibromo-4chloroquinoline-3-carbaldehyde with methyl mercaptoacetate and subsequent cyclization afforded methyl [(6,8-dibromothieno[3,2-c]quinoline)]-2-carboxylate. The latter undergoes Suzuki-Miyaura cross-coupling with arylboronic acids to yield exclusively the corresponding alkyl [(6,8-diarylthieno[3,2-c]quinoline)]-2-carboxylates,. The cytotoxicity of the prepared compounds was evaluated against the human breast cancer cell line MCF-7 using the MTT assay. The effects of compounds 2, 3c and 4d on cell kinetics were further determined using the xCELLigence Real Time Cell Analysis (RTCA) system. In both the MTT assay and Real Time Cell Analysis, the compounds inhibited cancer cell growth in a dose-and time-dependent manner. Furthermore, on the basis of the calculated LC50 values, the compounds compared favourably with nocodazole, a well-established anticancer drug.

2024, Polymer

The synthesis of p-conjugated Nitroxide-Mediated Radical Polymerization (NMRP)-macroinitiators by Suzuki-polycondensation in a one-step reaction has been investigated using conventional and microwave-heating in presence of a suitable terminating agent. Alkoxyamine-functionalized poly(para-phenylene)s were initially synthesized by Suzuki-polycondensation and then its block copolymer with styrene by NMRP. Molecular weight and molecular weight distribution of the polymers have been determined in SEC-measurements, while end-group determination was performed with MALDI-ToF-MS. Thin-layer-morphologies of the block copolymers were investigated using tapping-mode AFM.

2024, Polymer

2024, Journal of Molecular Structure

In this study, a post-synthetic approach was employed to prepare a novel nanomagnetized bis-thiophene amine complex of palladium. During immobilization, the utilization of 1,1-carbonyldiimidazole (CDI) reagent leads to activation and selectively aminolysis of the carboxylic acid moiety in 3,5-diformyl benzoic acid. Meanwhile, the aldehyde groups remain unaltered, preserving their functionality for subsequent steps, specifically for imine formation. This resultant imine is subsequently reduced to an amine, which coordinates with palladium ions. The synthesized material underwent meticulous multi-technique characterization, utilizing a diverse range of analytical methods. The resulting comprehensive analysis yielded a detailed understanding of the catalyst's structural and chemical properties. The catalyst exhibited a spherical shape with a mean particle size of 17-22 nm, excellent dispersion of catalytic sites on its surface, and demonstrated notable thermostability. [Fe 3 O 4 @Bis (TAMM)-Pd (0) ] complex was introduced to the catalytic CC coupling of aryl halides with butyl acrylate through Heck reaction, demonstrating excellent catalytic activity and stability at mild conditions. The excellent catalytic performance and stability of the [Fe 3 O 4 @Bis(TAMM)-Pd(0)] complex could be attributed to the unique arrangement of secondary amine and thiophene groups in the ligand, which activate the metal center and provided strong bonds. Significantly, the prepared complex displayed excellent magnetic recoverability and maintained its effectiveness even after undergoing eight cycles of reuse.

2024, Organic letters

The preparation of fluoroalkoxy arylboronic esters by iridium-catalyzed aromatic C-H borylation is described. The fluoroalkoxy groups employed include trifluoromethoxy, difluoromethoxy, 1,1,2,2-tetrafluoroethoxy, and 2,2-difluoro-1,3-benzodioxole. The borylation reactions were carried out neat without the use of a glovebox or Schlenk line. The regioselectivities available through the iridium-catalyzed C-H borylation are complementary to those obtained by the electrophilic aromatic substitution reactions of fluoroalkoxy arenes. Fluoroalkoxy arylboronic esters can serve as versatile building blocks.

2024

The synthesis of diaryl alkanes and tertiary organoboronates via Barluenga coupling at room temperature occurred via photoactivated conversion of aryl sulfonyl hydrazones to diazo compounds in the presence of soluble bases. The combination of arylsulfonyl hydrazone and a soluble base is necessary to provide a near-UV chromophore. Using aromatic hydrazones and aromatic boronic acids resulted in rapid deboronation because of the instability of dibenzylic boron intermediates. Alkyl hydrazones allowed the isolation of derivatives of the tertiary boronate.

2024, Tetrahedron Letters

An attempted inta-amolecular Stille coupling of a bis-stannyletheue proceeds not by ipsosubstitution (7-endo-cyclisation) but via a c/he substitution pathway (6-exo-cyclisation). Deuterium labelling studies and blank reactions are in consonance with a palladium ca_rbene mechanism originally put forward by Bnsacca to explain the c/he substitution reactions of styrylstannanes.

2024, Tetrahedron Letters

The inter-and intra-copper mediated coupling of functionalised vinyl stannanes is reported. The synthesis of novel buta-l,3-dienes continues to be an area of much synthetic interest primarily for their use in Diels-Alder reactions 1,... more

2024, Dyes and Pigments

The synthesis, chemical characterization and optical studies of three novel fluorene derivatives is reported. These compounds comprise a DeAeD architecture with fluorene moieties as donor groups and fluorenone or benzothiadiazole derivatives as acceptor groups. Theoretical analysis confirmed the existence and the nature of two principal electronic transitions (p / p* and intramolecular charge transfer). Spectroscopic studies in solution revealed that the intramolecular charge transfer character, and in turn the two-photon activity i.e., the fluorescence induced by two-photon absorption, is strongly affected by solvent polarity. The influence of specific solventesolute interactions over emission properties was also studied through LipperteMataga plot. Evaluation of the two-photon absorption cross-sections, gave a maximum value of 105 GM (1 GM ¼ 10 À50 cm 4 s) in toluene and a minimum value of 23 GM in THF solutions at 750 nm for the fluorenone derivative, a molecule with poor intramolecular charge transfer character and thus weak two-photon absorption; however the benzothiadiazole derivative, with stronger intramolecular charge transfer transition, produced a maximum value of 1000 GM in THF and a minimum value of 236 GM in methanol. Fluorescence quantum efficiency of these compounds was also affected by the medium, with fluorescence quenching in protic solvents such as methanol due to specific solvent interactions (i.e., hydrogen-bonding). Nevertheless, in a more polar medium such as water, nanoaggregates synthesized from the benzothiadiazole derivative exhibited good two-photon activity, i.e., w500 GM and fluorescence quantum efficiency of 0.83. Furthermore, these nanoaggregates exhibited more resistance against photodegradation processes than any of the organic solutions tested.

2024, Journal of Chemical & Engineering Data

2024, Applied Surface Science

We explored the application of imaging time-of-¯ight secondary ion mass spectrometry (TOF-SIMS) to the high-throughput analysis needed for combinatorial chemistry research. Prototypical examples include the characterization of polymer resins, which are chemically modi®ed as part of a combinatorial library synthesis. We studied sample conditioning for various polymer matrices, linker systems, and analytes attached to the linkers and found that the hydrophilicity of the supporting substrates play a very important role in con®ning the signals to a localized area. We also developed protocols for the high-throughput purpose that use specially designed substrates to hold a large number of resins (as many as 10,000), which avoids cross-contamination among components. Using this approach, we are able to perform chemical assays on polymer resins at a rate of about 1±10 s À1. This analysis has equivalent chemical speci®city and sensitivity to but a speed at least an order of magnitude faster than that of ESI± MS or LC±MS.

2024, Tetrahedron Letters

An efficient and general method has been described for the synthesis of quinoxalines by the reaction of 1,2-diamines with phenacyl bromides in the presence of DABCO. The method is suitable for the preparation of functionalized quinoxalines.

2024, ChemistrySelect

2024, Mediterranean Journal of Chemistry

Aziridines are known to undergo hydrolysis in the presence of cyclodextrins, whereas the latter are largely investigated as potential vectors of biologically active compounds. Despite this easy cyclodextrininduced cleavage of aziridines in aqueous medium, it was of interest to find out a model aziridine derivative that would be sufficiently water-stable and form a stable complex with -cyclodextrin in aqueous medium, so that it could be used as a reference in future formulations or vectorization work. Among compounds we have investigated, we found out that only (S)-2-isopropyl-1-(o-nitrophenyl)sulfonyl)aziridine complied with the above-mentioned solubility and stability requirements. NMR studies of the inclusion complex of this derivative with -cyclodextrin provided useful parameters related to the stoichiometry of the complex and the association constant Ka. The geometry of the complex was assessed by 2D-ROESY experiments, suggesting a deep insertion of the aziridine into the cavity of -cyclodextrin.