N-Sulfenylsuccinimide/phthalimide: an alternative sulfenylating reagent in organic transformations

• Fatemeh Doraghi,
• Seyedeh Pegah Aledavoud,
• Mehdi Ghanbarlou,
• Bagher Larijani and
• Mohammad Mahdavi

Beilstein J. Org. Chem. 2023, 19, 1471–1502, doi:10.3762/bjoc.19.106

• low reactivity of these phthalimides, 10 mol % of catalyst was required. Cross-coupling reaction of sulfoximines 44 with N‑(arylthio)succinimides 1 catalyzed by a nanomaterial containing hexagonal boron nitride (h-BN) and γ-cyclodextrin-supported copper(II) acetate (h-BN@γ-CD@Cu(OAc)2) was developed

• by Guo and Wu et al. (Scheme 19) [56]. Employment of a reusable heterogeneous nanomaterial, mild reaction conditions, avoiding the use of any additive, or base, and water/EtOH as a green solvent system were the advantages of this new method. N-Sulfenyl sulfoximines 45 were synthesized as coupling

• functionalization of aryl C(sp2)–H bonds. FeCl3-catalyzed carbosulfenylation of unactivated alkenes. Copper-catalyzed electrophilic thiolation of organozinc halides. h-BN@Copper(II) nanomaterial catalyzed cross-coupling reaction of sulfoximines and N‑(arylthio)succinimide. AlCl3‑mediated cyclization and

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

A new and efficient methodology for olefin epoxidation catalyzed by supported cobalt nanoparticles

• Lucía Rossi-Fernández,
• Viviana Dorn and
• Gabriel Radivoy

Beilstein J. Org. Chem. 2021, 17, 519–526, doi:10.3762/bjoc.17.46

• a variety of alkenes as an interesting heterogeneous system. This cobalt oxide mesoporous nanomaterial showed good activity and selectivity to the epoxide product and could be recovered and reused, but the multistep (not straightforward) synthesis of the catalyst and the use of DMF as the solvent

Palladium nanoparticles supported on chitin-based nanomaterials as heterogeneous catalysts for the Heck coupling reaction

• Tony Jin,
• Malickah Hicks,
• Davis Kurdyla,
• Sabahudin Hrapovic,
• Edmond Lam and
• Audrey Moores

Beilstein J. Org. Chem. 2020, 16, 2477–2483, doi:10.3762/bjoc.16.201

• coupling; heterogeneous catalysis; nanomaterial; Introduction Over the past decades, biomass-based nanomaterials have become a highly prevalent topic of research owing to their sustainability, bioavailability, unique structural and morphological characteristics [1]. Particularly dominant in this field are

• cellulose nanocrystals (CNCs), which are rod-like nanocrystallites liberated from lignocellulosic biomass under acid hydrolysis conditions [2]. A spectrum of applications have been investigated over the years for this sustainable bio-nanomaterial including drug delivery [3], food packaging [4

• manner, strategies for fabricating CNCs have been adapted for chitin nanocrystals (ChNCs). From the seminal discovery of ChNCs by Marchessault in 1959 [14], much work has been done to improve the monodispersity, morphology, and structure of this unique nanomaterial [15]. Very recently, we have reported

A systematic review on silica-, carbon-, and magnetic materials-supported copper species as efficient heterogeneous nanocatalysts in “click” reactions

• Pezhman Shiri and
• Jasem Aboonajmi

Beilstein J. Org. Chem. 2020, 16, 551–586, doi:10.3762/bjoc.16.52

• thicker layers of Cu on Au nanoparticles. Other findings in this study were: a) copper leaching decreased using gold nanoparticles, b) increasing the dendron generation increased the diffusion resistance. As shown in Scheme 5, a silica nanomaterial was decorated with a novel copper complex of poly(N

• -heterocyclic carbene) in multiple steps [28]. Initially, imidazole (28) was immobilized on the silica nanomaterial 27 by a nucleophilic attack of 28 on the iodopropylated silica nanomaterial 27 in acetonitrile under reflux for 48 h. The obtained 1-propylimidazole–nanosilica compound ImP–nSiO2 (29) was filtered

• acetonitrile, and this was stirred under reflux for 48 h. The obtained nanomaterial G1–nSiO2 (32) was filtrated, washed with acetonitrile, and dried. Then, 32 was reacted with 30 and NaI in dry toluene as a solvent at 120 °C for 24 h to yield the nanomaterial PETB–G1–nSiO2 (33). The solid product was gathered

Novel solid-phase strategy for the synthesis of ligand-targeted fluorescent-labelled chelating peptide conjugates as a theranostic tool for cancer

• Sagnik Sengupta,
• Mena Asha Krishnan,
• Premansh Dudhe,
• Ramesh B. Reddy,
• Bishnubasu Giri,
• Sudeshna Chattopadhyay and
• Venkatesh Chelvam

Beilstein J. Org. Chem. 2018, 14, 2665–2679, doi:10.3762/bjoc.14.244

• would cause unwanted toxicity and inaccuracy in the biological study. The SH group present in the bioconjugate handle or chelating core of compound 13 and 17 can be utilized for the attachment of drugs [47], nanomaterial and radionuclide for therapeutic purposes. This added advantage makes the

• in updating the latest references with proper format. Sudeshna Chattopadhyay and Venkatesh Chelvam ideated the research, executed the project for biological and nanomaterial delivery applications along with drafting and revising the final manuscript critically for important intellectual content. (a

Fluorogenic PNA probes

• Tirayut Vilaivan

Beilstein J. Org. Chem. 2018, 14, 253–281, doi:10.3762/bjoc.14.17

• [148][149]. Quantum dots (QDs) are another class of nanomaterial that offer great promise as a FRET partner for fluorescence detection of nucleic acids [150][151][152][153]. Despite the fact that several examples of QDs and oligonucleotide probes for DNA/RNA detection are known [154][155], the use of

Recent applications of click chemistry for the functionalization of gold nanoparticles and their conversion to glyco-gold nanoparticles

• Vivek Poonthiyil,
• Thisbe K. Lindhorst,
• Vladimir B. Golovko and
• Antony J. Fairbanks

Beilstein J. Org. Chem. 2018, 14, 11–24, doi:10.3762/bjoc.14.2

• synthesize peptide-decorated AuNPs [59] and nanomaterial hybrids containing single walled carbon nanotubes and AuNPs [60]. AuNP surface modification by CuAAC The distinct advantages of CuAAC over NCAAC, such as improved regioselectivity and rates of the reaction, motivated several groups to use CuAAC for the

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

• assessed in the alkylation reaction of toluene with benzyl chloride and the selective oxidation of benzyl alcohol to benzaldehyde. X-ray diffraction The structure and arrangement of the synthesized materials were analyzed by X-ray diffraction. The XRD pattern of the Fe2O3-PS4 nanomaterial exhibited a

• series of distinctive diffraction lines that could be correlated to the hematite diffraction pattern. A characteristic broad band in the 20° to 40° range, typical of amorphous materials, was observed in the Fe2O3-PS4 nanomaterial (Supporting Information File 1, Figure S1A). The X-ray diffraction patterns

• , Figures S2–S4 for the XPS spectra). Nitrogen physisorption The textural properties of the materials have been studied with N2 absorption–desorption isotherms analysis. The TiO2-Fe2O3-PS4 nanomaterial presents a mesoporous structure with a pore size of 20 nm and a surface area of 58 m2/g. However, in the

Solid-state mechanochemical ω-functionalization of poly(ethylene glycol)

• Michael Y. Malca,
• Pierre-Olivier Ferko,
• Tomislav Friščić and
• Audrey Moores

Beilstein J. Org. Chem. 2017, 13, 1963–1968, doi:10.3762/bjoc.13.191

• being used to stabilize nanomaterials, allow their stable suspension in aqueous media, and interface them with biological systems [8][9][10]. Besides for its effects on solubility, PEG also creates a hydrodynamic barrier around the functionalized nanomaterial, allowing for reduced immunogenicity [11

Glyco-gold nanoparticles: synthesis and applications

• Federica Compostella,
• Olimpia Pitirollo,
• Alessandro Silvestri and
• Laura Polito

Beilstein J. Org. Chem. 2017, 13, 1008–1021, doi:10.3762/bjoc.13.100

• the nanomaterials. Moreover, when the metallic surface is decorated with an active target, the GAuNPs can act as a smart probe, even exploiting the multivalent effect. Several studies were focused on the investigation of synthetic techniques to improve saccharide density on the nanomaterial surface

• carbohydrate-coated gold nanoparticles to investigate CCIs, are still in their infancy and will be not detailed in the present review [73][74]. On the contrary, a vast number of papers reported the use of glyco-gold nanoparticles as smart nanomaterial, able to recognize and interact with proteins, viruses and

Fluorescent carbon dots from mono- and polysaccharides: synthesis, properties and applications

• Stephen Hill and
• M. Carmen Galan

Beilstein J. Org. Chem. 2017, 13, 675–693, doi:10.3762/bjoc.13.67

• -containing functionalities, e.g., alcohols, ethers and carboxylic acids on the CD surface, which are likely the reason for the high water solubility exhibited by the nanomaterial. This type of chemical profile is typical of standard bottom-up synthesised CDs [15][28]. Interestingly, the team was also able to

• %). The PL properties could be improved upon introducing surface passivation, which was achieved by heating the weakly fluorescent CDs in a solution of 4,7,10-trioxa-1,13-tridecanediamine (TTDDA) for 72 hours at 120 °C to give a nanomaterial with QY values of up to 13%. FTIR studies suggested that TTDDA

• nanomaterial was only possible under energy intensive/forcing conditions. We have already established that an effective method for modulating the properties of CDs is to introduce heteroatoms, with the use of N-dopant agents being the most common. The majority of methods discussed thus far, utilise cheap

Organic chemistry meets polymers, nanoscience, therapeutics and diagnostics

• Vincent M. Rotello

Beilstein J. Org. Chem. 2016, 12, 1638–1646, doi:10.3762/bjoc.12.161

• all of the other examples of nanomaterial delivery vehicles in the literature) occurred via endosomal uptake. The problem with this route is that what goes into the endosome tends to stay in the endosome, and eventually be degraded. Since most of the interesting things in cells require access to the

Carbon nanomaterials

• Anke Krueger

Beilstein J. Org. Chem. 2014, 10, 1785–1786, doi:10.3762/bjoc.10.186

• physicists on the electronic or optic properties of materials enables the fine-tuning of materials properties and the conjugation of functional moieties with the carbon nanomaterial. This interdisciplinary approach opened the door to a broad range of applications including energy conversion and storage