Advances in radical peroxidation with hydroperoxides

• Oleg V. Bityukov,
• Pavel Yu. Serdyuchenko,
• Andrey S. Kirillov,
• Gennady I. Nikishin,
• Vera A. Vil’ and
• Alexander O. Terent’ev

Beilstein J. Org. Chem. 2024, 20, 2959–3006, doi:10.3762/bjoc.20.249

• ) [51]. The corresponding peroxides 30 are enough stable under the reaction conditions and were isolated in high yields (Scheme 12). Flow-modification of the 2-oxoindole peroxidation method using nanoparticles of iron oxide as the catalyst was proposed [52]. The summarized proposed reaction pathway is

Green and sustainable approaches for the Friedel–Crafts reaction between aldehydes and indoles

• Periklis X. Kolagkis,
• Eirini M. Galathri and
• Christoforos G. Kokotos

Beilstein J. Org. Chem. 2024, 20, 379–426, doi:10.3762/bjoc.20.36

• combatted some disadvantages of the use of iron oxides, the catalytic approach presented had handicaps that held back its broader applications [108]. In 2016, Sobhani et al. expanded on the use of iron oxide as an effective magnetic nanoparticle by creating a Cu–isatin Schiff base complex supported on nano

• -iron oxide compounds for the synthesis of BIMs [109][110]. These compounds were synthesized through the reaction between the amino-functionalized modified magnetic nanoparticles (MNPs), which were obtained by a sol–gel methodology, and isatin, producing isatin Schiff base-γ-Fe2O3, which was

• rates ranging from 80–98%, with aromatic aldehydes bearing electron-donating substituents requiring the longest reaction times that approached 5 hours. The recoverability and reusability of the nanocomplex were similar to that of other nano-iron oxide compounds, since it could be reapplied in the

Inductive heating and flow chemistry – a perfect synergy of emerging enabling technologies

• Conrad Kuhwald,
• Sibel Türkhan and
• Andreas Kirschning

Beilstein J. Org. Chem. 2022, 18, 688–706, doi:10.3762/bjoc.18.70

• ferromagnetic or ferrimagnetic nanoparticles into these materials. For this purpose, superparamagnetic iron oxide nanoparticles (SPION) are most commonly used, of which the main forms are magnetite (Fe3O4) and its oxidized form maghemite (γ-Fe2O3). Although cobalt and nickel are also highly magnetic materials

• to temperatures up to 250 °C, which was measured at the reactor outlet (Figure 4B)). The heat is generated only at the surface of the iron oxide nanoparticles (eddy currents) and this is dissipated to the surrounding environment, which is why the bulk temperature must be much lower than the surface

Constrained thermoresponsive polymers – new insights into fundamentals and applications

• Patricia Flemming,
• Alexander S. Münch,
• Andreas Fery and
• Petra Uhlmann

Beilstein J. Org. Chem. 2021, 17, 2123–2163, doi:10.3762/bjoc.17.138

Synthesis and physicochemical evaluation of fluorinated lipopeptide precursors of ligands for microbubble targeting

• Masayori Hagimori,
• Estefanía E. Mendoza-Ortega and
• Marie Pierre Krafft

Beilstein J. Org. Chem. 2021, 17, 511–518, doi:10.3762/bjoc.17.45

• , including dendronized iron oxide nanoparticles [38] and nanodiamonds [39]) efficiently reinforce the interfacial film cohesion, thus enhancing the stability of the MBs. Various types of perfluoroalkylated amphiphiles have been reported that were designed for biomedical applications and display highly

Natural dolomitic limestone-catalyzed synthesis of benzimidazoles, dihydropyrimidinones, and highly substituted pyridines under ultrasound irradiation

• Kumar Godugu,
• Venkata Divya Sri Yadala,
• Mohammad Khaja Mohinuddin Pinjari,
• Trivikram Reddy Gundala,
• Lakshmi Reddy Sanapareddy and
• Chinna Gangi Reddy Nallagondu

Beilstein J. Org. Chem. 2020, 16, 1881–1900, doi:10.3762/bjoc.16.156

• attributed to iron oxide, and a very broad peak at 1312 cm−1 (magnon) indicated the presence of magnetically ordered ferromagnetic or antiferromagnetic iron oxides [86]. The observed Raman and infrared vibrational bands of the NDL were in good agreement with the reported values. The minor shift in the band

Reversible switching of arylazopyrazole within a metal–organic cage

• Anton I. Hanopolskyi,
• Soumen De,
• Michał J. Białek,
• Yael Diskin-Posner,
• Liat Avram,
• Moran Feller and
• Rafal Klajn

Beilstein J. Org. Chem. 2019, 15, 2398–2407, doi:10.3762/bjoc.15.232

• found to be stabilized in their zwitterionic form when confined to iron oxide nanoparticles [24]. Similarly, the ability of anthracenes to photodimerize greatly depends on the curvature of their “host” nanoparticle [25]. Despite these advances, we are still far from achieving the ease and elegance, with

Recent advances on the transition-metal-catalyzed synthesis of imidazopyridines: an updated coverage

• Gagandeep Kour Reen,
• Ashok Kumar and
• Pratibha Sharma

Beilstein J. Org. Chem. 2019, 15, 1612–1704, doi:10.3762/bjoc.15.165

• functionalization helped in the introduction of various organic groups to numerous substrates [67][68]. Recently attention has been diverted towards the use of magnetic NPs, in this context iron oxide played a pivotal role as a catalyst or as support for some homogeneous or other metal catalysts for the sake of

Organometallic vs organic photoredox catalysts for photocuring reactions in the visible region

• Aude-Héloise Bonardi,
• Frédéric Dumur,
• Guillaume Noirbent,
• Jacques Lalevée and
• Didier Gigmes

Beilstein J. Org. Chem. 2018, 14, 3025–3046, doi:10.3762/bjoc.14.282

• oxide photoredox catalysts have been also developed but not for polymer applications [65]. Iron oxide can offer the same advantages than TiO2 but with a lower gap between its HOMO and its LUMO which enable visible light excitation and thus, wide applications in heterogeneous photocatalysis for example

• observed after a strong absorption of the complex centered at 380 nm (Table 4). Thus, it can react through a redox cycle with similar reaction than the Ru-based complexes under irradiation by different visible light such as a halogen lamp, laser diodes (405 and 457 nm) or LEDs (405 and 455 nm) [63]. Iron

Phosphonic acid: preparation and applications

• Charlotte M. Sevrain,
• Mathieu Berchel,
• Hélène Couthon and
• Paul-Alain Jaffrès

Beilstein J. Org. Chem. 2017, 13, 2186–2213, doi:10.3762/bjoc.13.219

• dots [107] and used as anchoring group for dye-sensitized solar cells [108][109][110] or for the immobilization of organocatalyst [111][112]. Phosphonic acid was also used for coating superparamagnetic iron oxide (e.g., magnetite) assessed as contrast agent in magnetic resonance imaging [113] or to

New bio-nanocomposites based on iron oxides and polysaccharides applied to oxidation and alkylation reactions

• Daily Rodríguez-Padrón,
• Alina M. Balu,
• Antonio A. Romero and
• Rafael Luque

Beilstein J. Org. Chem. 2017, 13, 1982–1993, doi:10.3762/bjoc.13.194

• sources and iron precursors were applied to develop new bio-nanocomposites by mechanochemical milling processes. The proposed methodology was demonstrated to be advantageous in comparison with other protocols for the synthesis of iron oxide based nanostructures. Additionally, mechanochemistry has enormous

• in both the oxidation and alkylation reaction reveals a potential method for the valorization of lignocellulosic biomass. Keywords: alkylation; benzyl alcohol; benzyl chloride; iron oxide; mechanochemistry; microwave-assisted oxidation; polysaccharide; toluene; Introduction Heterogeneous catalysis

• applications in heterogeneous catalysis [10][11][12][13][14]. Transition metal and metal oxide nanoparticles have been reported to be highly active and selective in several processes, such as redox [15][16][17], C–C and C–heteroatom couplings [18][19]. In particular, iron oxide nanoparticles have been the

Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane

• Riccardo Porta,
• Alessandra Puglisi,
• Giacomo Colombo,
• Sergio Rossi and
• Maurizio Benaglia

Beilstein J. Org. Chem. 2016, 12, 2614–2619, doi:10.3762/bjoc.12.257

• reducing agent and iron oxide nanocrystals as the catalyst [25]. This methodology ensured fast transformations (2 to 8 minutes) of a wide number of substrates and was extended to large scale preparation of pharmaceutically relevant anilines [26]. However, this procedure required harsh reaction conditions

Thiophene-forming one-pot synthesis of three thienyl-bridged oligophenothiazines and their electronic properties

• Dominik Urselmann,
• Konstantin Deilhof,
• Bernhard Mayer and
• Thomas J. J. Müller

Beilstein J. Org. Chem. 2016, 12, 2055–2064, doi:10.3762/bjoc.12.194

• to form self-assembled monolayers on gold [69][70][71] as well as on zinc and iron oxide surfaces [72]. Conceptually, thienyl-bridged oligophenothiazines can be considered as a novel type of structurally well-defined electron-rich oligophenothiazine–thiophene hybrids (Figure 1). Thereby, the strong

Towards potential nanoparticle contrast agents: Synthesis of new functionalized PEG bisphosphonates

• Souad Kachbi-Khelfallah,
• Maelle Monteil,
• Margery Cortes-Clerget,
• Evelyne Migianu-Griffoni,
• Jean-Luc Pirat,
• Olivier Gager,
• Julia Deschamp and
• Marc Lecouvey

Beilstein J. Org. Chem. 2016, 12, 1366–1371, doi:10.3762/bjoc.12.130

• the development of superparamagnetic iron oxide nanoparticles (SPIONPs) because of their biocompatibility which allows there in vivo use both for diagnosis in magnetic resonance imaging and in therapy [1][2]. Most often, it is necessary to modify the surface of SPIONPs to increase the metabolic

• obtain the expected HMBP-PEG-COOH 23 in 85% yield. Conclusion In summary, novel bifunctional PEG-HMBPs ligands for the coating of iron oxide nanoparticles have been synthesized. The procedure is efficient to introduce different functional groups such as azide, carboxylic acid, amine permitting further

Highly stable and reusable immobilized formate dehydrogenases: Promising biocatalysts for in situ regeneration of NADH

• Barış Binay,
• Dilek Alagöz,
• Deniz Yildirim,
• Ayhan Çelik and
• S. Seyhan Tükel

Beilstein J. Org. Chem. 2016, 12, 271–277, doi:10.3762/bjoc.12.29

• ] reported the optimal pH values were 7.0 for both free FDH and immobilized FDH onto polydopamine-coated iron oxide nanoparticles (PD-IONPs). The optimum pH values of the both free Pseudomonas sp. 101 FDH and its immobilized form onto glyoxylagarose were reported as 7.0 [16]. The temperature–activity

Synthesis of tripodal catecholates and their immobilization on zinc oxide nanoparticles

• Franziska Klitsche,
• Julian Ramcke,
• Julia Migenda,
• Andreas Hensel,
• Tobias Vossmeyer,
• Horst Weller,
• Silvia Gross and
• Wolfgang Maison

Beilstein J. Org. Chem. 2015, 11, 678–686, doi:10.3762/bjoc.11.77

• ], carboxylates [5] and phosphates [6] as well as phosphonates [7] for metal and metal oxide surfaces. In addition, bifunctional catechols like dopamine or DOPA (L-3,4-dihydroxyphenylalanine, Figure 1B), have received considerable interest as anchor groups for important metal surfaces such as titanium oxide, iron

• oxide and stainless steel [8][9][10][11]. Immobilization of catecholates was inspired by mussel-adhesive proteins (MAPs) and bacterial siderophores [12]. However, many applications of catecholate immobilization in physiological media are compromised by continuous leaching of grafted material which is a

Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles

• Kathrin Fiege,
• Heinrich Lünsdorf,
• Sevil Atarijabarzadeh and
• Petra Mischnick

Beilstein J. Org. Chem. 2012, 8, 551–566, doi:10.3762/bjoc.8.63

• monosaccharide derivatives. Nanostructuring of the highly substituted cyanoethylpolysaccharides was performed by dialysis against a non-solvent. In the presence of ferromagnetic iron-oxide nanoparticles, multicore cyanoethylglucan-coated ferromagnetic nanoparticles were formed by selective entrapment. The

• ]. Furthermore, the same procedure was performed in the presence of ferromagnetic iron oxide nanoparticles. The magnetic cores were prepared by a precipitation process of Fe(II) and Fe(III) chlorides (molar ratio 1.7:1.0) with aqueous ammonia solution [40][41]. After ultrasonic treatment the resulting particles

• were fixed with strong magnets and washed with distilled water. Monodisperse and regularly shaped iron oxide nanoparticles were obtained as shown by TEM (Figure 9). The iron concentration of the nanoparticle dispersion, as analyzed with inductively coupled plasma optical emission spectroscopy (ICP–OES

Hybrid biofunctional nanostructures as stimuli-responsive catalytic systems

• Gernot U. Marten,
• Thorsten Gelbrich and
• Annette M. Schmidt

Beilstein J. Org. Chem. 2010, 6, 922–931, doi:10.3762/bjoc.6.98

• protease activity. Results and Discussion The target of the present study is the development of magnetic nanocarriers with tunable enzymatic activity. For the realization of such a system, we use several components, each performing a specific function. The iron oxide magnetic core allows positioning and