Skeletal rearrangement of 6,8-dioxabicyclo[3.2.1]octan-4-ols promoted by thionyl chloride or Appel conditions

• Martyn Jevric,
• Julian Klepp,
• Johannes Puschnig,
• Oscar Lamb,
• Christopher J. Sumby and
• Ben W. Greatrex

Beilstein J. Org. Chem. 2024, 20, 823–829, doi:10.3762/bjoc.20.74

• Martyn Jevric Julian Klepp Johannes Puschnig Oscar Lamb Christopher J. Sumby Ben W. Greatrex Faculty of Medicine and Health, University of New England, Armidale, 2351, Australia Department of Chemistry and the Centre for Advanced Nanomaterials, The University of Adelaide, Adelaide, 5005, Australia

Enhanced reactivity of Li⁺@C₆₀ toward thermal [2 + 2] cycloaddition by encapsulated Li⁺ Lewis acid

• Hiroshi Ueno,
• Yu Yamazaki,
• Hiroshi Okada,
• Fuminori Misaizu,
• Ken Kokubo and
• Hidehiro Sakurai

Beilstein J. Org. Chem. 2024, 20, 653–660, doi:10.3762/bjoc.20.58

• Integrated Nanomaterials, Graduate school of Science, Tohoku University).

Construction of hexabenzocoronene-based chiral nanographenes

• Ranran Li,
• Di Wang,
• Shengtao Li and
• Peng An

Beilstein J. Org. Chem. 2023, 19, 736–751, doi:10.3762/bjoc.19.54

• nanomaterials, the design, and construction of chiral nanographenes is a hot topic recently. As a classic nanographene unit, hexa-peri-hexabenzocoronene generally serves as the building block for nanographene synthesis. This review summarizes the representative examples of hexa-peri-hexabenzocoronene-based

• to the molecules which cannot be superimposed on their own mirror image. Nanomaterials with chiroptical properties have shown potential applications in different fields such as optical devices, polarization-based information encryption, circularly polarized luminescence (CPL) lasers, or biosensing

Ferrocenoyl-adenines: substituent effects on regioselective acylation

• Mateja Toma,
• Gabrijel Zubčić,
• Jasmina Lapić,
• Senka Djaković,
• Davor Šakić and
• Valerije Vrček

Beilstein J. Org. Chem. 2022, 18, 1270–1277, doi:10.3762/bjoc.18.133

• ferrocene–nucleobase conjugates [4], which are known to exhibit anticancer [5][6][7], antibacterial [8][9][10], or antitrypanosomal activity [11], but also may serve as electrochemical biosensors [12][13], self-assembled molecular materials [14][15], decorations of carbon tubes and nanomaterials [16][17

Mechanochemical bottom-up synthesis of phosphorus-linked, heptazine-based carbon nitrides using sodium phosphide

• Blaine G. Fiss,
• Georgia Douglas,
• Michael Ferguson,
• Jorge Becerra,
• Jesus Valdez,
• Trong-On Do,
• Tomislav Friščić and
• Audrey Moores

Beilstein J. Org. Chem. 2022, 18, 1203–1209, doi:10.3762/bjoc.18.125

• [13][14][15][16][17], nanomaterials [18][19][20][21][22], in crystal engineering [23][24][25], as well as in the synthesis of inorganic materials [26][27][28][29][30] and organic small molecules [31][32][33][34][35][36][37]. The ability to avoid bulk solvent and mild reaction conditions allowed by

Thiophene/selenophene-based S-shaped double helicenes: regioselective synthesis and structures

• Mengjie Wang,
• Lanping Dang,
• Wan Xu,
• Zhiying Ma,
• Liuliu Shao,
• Guangxia Wang,
• Chunli Li and
• Hua Wang

Beilstein J. Org. Chem. 2022, 18, 809–817, doi:10.3762/bjoc.18.81

• Mengjie Wang Lanping Dang Wan Xu Zhiying Ma Liuliu Shao Guangxia Wang Chunli Li Hua Wang Engineering Research Center for Nanomaterials, Henan University, Kaifeng, 475004, China 10.3762/bjoc.18.81 Abstract 2,5-Di(trimethylsilanyl)dithieno[2,3-b:3′,2′-d]thiophene ((TMS)2-bb-DTT), 2,5-di

Progress and challenges in the synthesis of sequence controlled polysaccharides

• Giulio Fittolani,
• Theodore Tyrikos-Ergas,
• Denisa Vargová,
• Manishkumar A. Chaube and
• Martina Delbianco

Beilstein J. Org. Chem. 2021, 17, 1981–2025, doi:10.3762/bjoc.17.129

Antiviral therapy in shrimp through plant virus VLP containing VP28 dsRNA against WSSV

• Santiago Ramos-Carreño,
• Ivone Giffard-Mena,
• Jose N. Zamudio-Ocadiz,
• Alfredo Nuñez-Rivera,
• Ricardo Valencia-Yañez,
• Jaime Ruiz-Garcia,
• Maria Teresa Viana and
• Ruben D. Cadena-Nava

Beilstein J. Org. Chem. 2021, 17, 1360–1373, doi:10.3762/bjoc.17.95

• attractive, since any zoonotic possibility is eliminated, being biocompatible and biodegradable [34][36][37]. Its structure presents advantages over other synthetic nanomaterials, as it is simple and easy to purify for large scale production [34][37][38]. The plant virus cowpea chlorotic mottle virus (CCMV

Ultrasound-assisted Strecker synthesis of novel 2-(hetero)aryl-2-(arylamino)acetonitrile derivatives

• Emese Gal,
• Luiza Gaina,
• Hermina Petkes,
• Alexandra Pop,
• Castelia Cristea,
• Gabriel Barta,
• Dan Cristian Vodnar and
• Luminiţa Silaghi-Dumitrescu

Beilstein J. Org. Chem. 2020, 16, 2929–2936, doi:10.3762/bjoc.16.242

• are related to the possibility of controlling the crystal structure properties of the final product in nanomaterials syntheses [5]. For this reason, theoretical scientific research is currently directed towards the understanding of the physical phenomena involved in sonocrystallization mechanisms [6

Water-soluble host–guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres

• Si-Yuan Liu,
• Xin-Rui Wang,
• Man-Ping Li,
• Wen-Rong Xu and
• Dietmar Kuck

Beilstein J. Org. Chem. 2020, 16, 2551–2561, doi:10.3762/bjoc.16.207

• equivalents of TBTQ-(OG)6, while the maximum solubility of C70 was about 0.17 mg/mL. Raman spectroscopy has proven to be a useful tool for the characterization of carbon nanomaterials [51][52]. The Raman spectra of TBTQ-(OG)6, C60 and TBTQ-(OG)6 C60 are displayed in Figure 5. The TBTQ-(OG)6 shows a weak peak

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

• benign conditions, outcompeting the use of other catalysts supported on biomass-based nanomaterials, including cellulose nanocrystals. These initial results show the potential for using chitinous nanomaterials as effective catalyst supports in cross-coupling reactions. Keywords: chitin; chitosan; Heck

• 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

• stabilizing dispersed metal nanoparticle catalysts, along with increased solubility in aqueous media. Very recently, we have shown that these bio-based nanomaterials could stabilize highly disperse Au species on the surface of these nanocrystals to create a highly active catalyst for aromatic nitro reduction

The B & B approach: Ball-milling conjugation of dextran with phenylboronic acid (PBA)-functionalized BODIPY

• Patrizia Andreozzi,
• Lorenza Tamberi,
• Elisamaria Tasca,
• Gina Elena Giacomazzo,
• Marta Martinez,
• Mirko Severi,
• Marco Marradi,
• Stefano Cicchi,
• Sergio Moya,
• Giacomo Biagiotti and
• Barbara Richichi

Beilstein J. Org. Chem. 2020, 16, 2272–2281, doi:10.3762/bjoc.16.188

• reactions, and even in nanomaterials preparation [1][2][3][4][5]. Indeed, solid-state mechanochemical methodologies are a viable alternative to traditional syntheses in solution [4] for the preparation of complex molecules, either under solvent-free conditions, named ‘neat grinding’, or in nearly solvent

Mechanochemical green synthesis of hyper-crosslinked cyclodextrin polymers

• Alberto Rubin Pedrazzo,
• Fabrizio Caldera,
• Marco Zanetti,
• Silvia Lucia Appleton,
• Nilesh Kumar Dhakar and
• Francesco Trotta

Beilstein J. Org. Chem. 2020, 16, 1554–1563, doi:10.3762/bjoc.16.127

• Supporting Information File 1). The zeta-potential, Figure 5, of colloidal suspensions of bm βNS-CDI was tested for all of the nanomaterials. In general, the stronger the charge, the better the colloidal stability of the particles: βNS-CDI synthesized by ball-milling showed an interesting negative ζ

• , as the amount of nitrogen after PSE using acetone dramatically decreased due to release of the IMH byproduct entrapped in the NS network. Furthermore, it could be stated that after about 8 hours, it was possible to eliminate almost completely both IMH and IM, using only water, from all nanomaterials

Heterogeneous photocatalysis in flow chemical reactors

• Christopher G. Thomson,
• Ai-Lan Lee and
• Filipe Vilela

Beilstein J. Org. Chem. 2020, 16, 1495–1549, doi:10.3762/bjoc.16.125

• moulds, which could not be achieved with the blue laser [50]. Heterogeneous upconversion systems are generally crystalline nanomaterials comprising a host matrix of typically NaYF4, doped with a mixture of lanthanide ions, which act as light-absorbing sensitisers (e.g., Yb3+) and energy-combining

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

• applications that focused on the title catalysts in CuAAC reactions. Review Copper anchored on functionalized silica materials: efficient and recyclable catalysts for CuAAC reactions In recent years, silica or silicon dioxide nanomaterials have received much attention from researchers and industry and have

• been used in a wide spectrum of applications. Silica nanomaterials have the empirical formula SiO2 in which one silicon atom covalently links to four oxygen atoms, and most of the oxygen bond to two silicon atoms. Hence, their atoms are randomly oriented to produce amorphous structures. These materials

• , with a high surface area, could be employed as electronic devices, thermal or electronic insulators, catalysts, and humidity sensors [24]. Moreover, mesoporous silica nanomaterials benefit from unique properties, including a large surface area, uniform pore size and distribution, high chemical/thermal

A photochemical determination of luminescence efficiency of upconverting nanoparticles

• Baptiste Amouroux,
• Clément Roux,
• Jean-Claude Micheau,
• Fabienne Gauffre and
• Christophe Coudret

Beilstein J. Org. Chem. 2019, 15, 2671–2677, doi:10.3762/bjoc.15.260

• lanthanides used. The main application foreseen for these nanomaterials is as a substitute of quantum dots [3], since the combination of anti-Stokes emission and noncoherent absorption prevent any luminescence background. Their extreme photostability [4] make them also ideal candidates for single particle

Reversible end-to-end assembly of selectively functionalized gold nanorods by light-responsive arylazopyrazole–cyclodextrin interaction

• Maximilian Niehues,
• Patricia Tegeder and
• Bart Jan Ravoo

Beilstein J. Org. Chem. 2019, 15, 1407–1415, doi:10.3762/bjoc.15.140

• –organic hybrid nanomaterials. Keywords: cyclodextrins; gold nanorods; host–guest chemistry; light-responsive materials; molecular switches; self-assembly; Introduction Metallic nanomaterials have received intense and interdisciplinary interest due to their unique optical [1], electronic [2][3] and

• linker molecule (dAAP) led to light-responsive reversible self-assembly of AuNR in an end-to-end manner as depicted in Scheme 1 to open up a novel strategy for the design of hybrid nanomaterials by supramolecular chemistry. Results and Discussion The AuNR (length: 58 nm, width: 25 nm, aspect-ratio: 2.3

• successful method for the fabrication of new hybrid nanomaterials by the application of light-responsive host–guest chemistry allowing for effective control over assembled and disassembled states of anisotropic nanoparticles over several cycles. Experimental Instrumentation and materials All chemicals were

N-doped carbon dots covalently functionalized with pillar[5]arenes for Fe³⁺ sensing

• Jia Gao,
• Ming-Xue Wu,
• Dihua Dai,
• Zhi Cai,
• Yue Wang,
• Wenhui Fang,
• Yan Wang and
• Ying-Wei Yang

Beilstein J. Org. Chem. 2019, 15, 1262–1267, doi:10.3762/bjoc.15.123

• ) as a rising star in fluorescent nanomaterials have attracted wide attention in terms of preparation and application [1][2][3][4]. Fluorescent C-dots possess advantages over organic dyes and traditional semiconductor quantum dots due to their high solubility, facile modification, desirable chemical

Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium

• Xin Shen,
• Bo Li,
• Tiezheng Pan,
• Jianfeng Wu,
• Yangxin Wang,
• Jie Shang,
• Yan Ge,
• Lin Jin and
• Zhenhui Qi

Beilstein J. Org. Chem. 2019, 15, 1203–1209, doi:10.3762/bjoc.15.117

• -assemblies have been recognized as a type of exciting nanomaterials with tremendous potential for research and commercial applications [1][2][3][4][5][6]. Thanks to the development of supramolecular chemistry, the ordered structures could be obtained through programmed self-assembly coupled with covalent

Olefin metathesis in multiblock copolymer synthesis

• Maria L. Gringolts,
• Yulia I. Denisova,
• Eugene Sh. Finkelshtein and
• Yaroslav V. Kudryavtsev

Beilstein J. Org. Chem. 2019, 15, 218–235, doi:10.3762/bjoc.15.21

• nanomaterials that combine various functional properties with durability and enhanced mechanical characteristics. Our mini-review addresses synthetic approaches to the design of multiblock copolymers from unsaturated monomers and polymers using olefin metathesis reactions and other ways of chemical modification

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

• successfully designed and demonstrated a novel continuous process for assembling targeting ligands, peptidic spacers, fluorescent tags and a chelating core for the attachment of cytotoxic molecules, radiotracers, nanomaterials in a standard Fmoc solid-phase peptide synthesis in high yield and purity. The

• visualization aid for tissue staining, (iv) a chelating core as a multipurpose handle for loading drug cargos, radionuclides, or nanomaterials. The tris(tert-butoxy) protected DUPA precursor 4 required for the preparation of conjugate 13 was prepared as per reported procedure [38] (Scheme 1). Starting from

• can be employed as potential theranostic tools by attaching macromolecules, cytotoxic warheads, radioactive tracers, nanomaterials etc., via the chelating core. Experimental Materials and methods H-Cys-2-ClTrt resin, Fmoc amino acids and amide coupling agents, reagents and solvents used in solid-phase

Assessing the possibilities of designing a unified multistep continuous flow synthesis platform

• Mrityunjay K. Sharma,
• Roopashri B. Acharya,
• Chinmay A. Shukla and
• Amol A. Kulkarni

Beilstein J. Org. Chem. 2018, 14, 1917–1936, doi:10.3762/bjoc.14.166

• compounds [1][2][3][4][5][6], complex large molecular weight medicinal drugs [7][8][9][10][11][12], polymeric materials [13][14][15], nanomaterials (metallic, bimetallic, composites, metal oxides, etc.) [16][17][18], catalysts [7][19], etc. In the recent times, the applicability of this tool has been

Synthesis and photophysical studies of a multivalent photoreactive Ru^II-calix[4]arene complex bearing RGD-containing cyclopentapeptides

• Sofia Kajouj,
• Lionel Marcelis,
• Alice Mattiuzzi,
• Adrien Grassin,
• Damien Dufour,
• Pierre Van Antwerpen,
• Didier Boturyn,
• Eric Defrancq,
• Mathieu Surin,
• Julien De Winter,
• Pascal Gerbaux,
• Ivan Jabin and
• Cécile Moucheron

Beilstein J. Org. Chem. 2018, 14, 1758–1768, doi:10.3762/bjoc.14.150

• ), as these nanomaterials are known to catalyze efficiently a wide range of organic reactions and notably the azide–alkyne cycloaddition [79]. Calixarene 7 was reacted with a slight excess (5 equiv) of cyclopeptide 8 in the presence of CuNPs and the mixture was heated by microwave (100 W) at 50 °C for 1

• hour. The use of CuNPs greatly facilitated the monitoring of the reaction and the work-up, as these nanomaterials being easily removed from the crude mixture by simple centrifugation. To our delight, [Ru(TAP)2phen]2+-calix[4]arene-[c-(RGDfK)]4 conjugate 9 was isolated in 31% yield after purification by

One hundred years of benzotropone chemistry

• Arif Dastan,
• Haydar Kilic and
• Nurullah Saracoglu

Beilstein J. Org. Chem. 2018, 14, 1120–1180, doi:10.3762/bjoc.14.98

Fluorogenic PNA probes

• Tirayut Vilaivan

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

• probes with nanomaterials as an external quencher. In addition, the uncharged backbone of PNA offers other unique designs, including the combination of PNA probes with cationic conjugated polymers that simultaneously act as a light harvesting antenna and fluorescent resonance energy transfer (FRET

• probes [129]. Combination of PNA probes with nanomaterials as external quenchers/FRET partners Graphene oxide (GO) has been used extensively in combination with dye-labeled DNA for fluorescence-based DNA/RNA sensing [130][131]. Although ssDNA interacts strongly with GO via a combination of multiple

• addition to GO, several other nanomaterials have been used as external quenchers in combination with labeled PNA probes for the fluorescent detection of DNA or RNA. WS2 nanosheets can selectively adsorb ssPNA and quench its fluorescence [147]. The addition of complementary DNA targets resulted in the