O,S,Se-containing Biginelli products based on cyclic β-ketosulfone and their postfunctionalization

• Kateryna V. Dil and
• Vitalii A. Palchykov

Beilstein J. Org. Chem. 2024, 20, 2143–2151, doi:10.3762/bjoc.20.184

• organic and medicinal chemists. DHPMs are found in a variety of marine-sourced alkaloids, which are essential for creating biologically active natural products [10]. Some of the DHPM derivatives are also known as functional polymers, adhesives, and fabric dyes [8][12]. In recent decades, the scope of the

Towards new NIR dyes for free radical photopolymerization processes

• Haifaa Mokbel,
• Guillaume Noirbent,
• Didier Gigmes,
• Frédéric Dumur and
• Jacques Lalevée

Beilstein J. Org. Chem. 2021, 17, 2067–2076, doi:10.3762/bjoc.17.133

• filled samples can be potentially used for composite materials and/or adhesives. Both photochemical and photothermal NIR approaches were proposed to initiate polymerization, e.g., for free-radical processes, interpenetrating polymer network (IPN) synthesis, or photopolyaddition reactions [3][4][6][7][8

Valorisation of plastic waste via metal-catalysed depolymerisation

• Francesca Liguori,
• Carmen Moreno-Marrodán and
• Pierluigi Barbaro

Beilstein J. Org. Chem. 2021, 17, 589–621, doi:10.3762/bjoc.17.53

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

• selectivity [35][36][37][38][39][40]. Consequently, arylazopyrazoles have been employed as photoresponsive gelators [41] and adhesives [42] and for controlling antimicrobial response [43][44], cell adhesion to surfaces [45], as well as DNA [46] and microtubule [47] self-assembly using light. Here, we focused

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

• –fragmentation chain transfer polymerization [33][34], and intermacromolecular reactions [35][36][37]. Though the properties of multiblock copolymers are far from being fully explored and understood, their applications already include adhesives, barrier materials, emulsifiers, impact modifiers, and materials for

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

• from adhesives, coatings, packaging materials, inks, paints, optics, 3D printing, microelectronics or textiles. From a synthetic viewpoint, photoredox catalysis, originally developed for organic chemistry, has recently been applied to the polymer synthesis, constituting a major breakthrough in polymer

• of sectors such as coatings, adhesives, paints, inks, composites, 3D-printing, dentistry, data storage ... [5][6][7]. Review 1 Photopolymerization processes and uses of photocatalysts (PCs) Traditionally, polymer manufacturing is made through thermal curing. However, this route has many limitations

Synthesis of a tyrosinase inhibitor by consecutive ethenolysis and cross-metathesis of crude cashew nutshell liquid

• Jacqueline Pollini,
• Valentina Bragoni and
• Lukas J. Gooßen

Beilstein J. Org. Chem. 2018, 14, 2737–2744, doi:10.3762/bjoc.14.252

• ][10]. These include aromatic amines as polymers [11][12], cardanol-based phosphates as modifiers for epoxy resins [13], cardanol grafted natural rubber as rubber plasticizers [14], amine-based surfactants [15] and phenol/cardanol-formaldehyde based adhesives [16]. The chemical valorization of

Synthesis of naturally-derived macromolecules through simplified electrochemically mediated ATRP

• Paweł Chmielarz,
• Tomasz Pacześniak,
• Katarzyna Rydel-Ciszek,
• Izabela Zaborniak,
• Paulina Biedka and
• Andrzej Sobkowiak

Beilstein J. Org. Chem. 2017, 13, 2466–2472, doi:10.3762/bjoc.13.243

• macromolecules [37][38][39], widely used as dental adhesives, controlled release devices, coatings, and in pharmaceutical industry [40][41]. Therefore, it is expected that these synthesized naturally-derived macromolecules can become key elements of antifouling coatings and drug delivery systems. ATRP is one of

Rearrangements of organic peroxides and related processes

• Ivan A. Yaremenko,
• Vera A. Vil’,
• Dmitry V. Demchuk and
• Alexander O. Terent’ev

Beilstein J. Org. Chem. 2016, 12, 1647–1748, doi:10.3762/bjoc.12.162

A journey in bioinspired supramolecular chemistry: from molecular tweezers to small molecules that target myotonic dystrophy

• Steven C. Zimmerman

Beilstein J. Org. Chem. 2016, 12, 125–138, doi:10.3762/bjoc.12.14

• ] and dendrimers [64][65] – work that ultimately led Cyrus Anderson, Darrell Kuykendall, Ying Li, Taiho Park, Kwansima Quansah, and Mauricio Suarez to a broader range of supramolecular polymers, including liquid crystals [66], network blends [67], alternating copolymers [68], reversible adhesives [69

Adsorption mechanism and valency of catechol-functionalized hyperbranched polyglycerols

• Stefanie Krysiak,
• Qiang Wei,
• Klaus Rischka,
• Andreas Hartwig,
• Rainer Haag and
• Thorsten Hugel

Beilstein J. Org. Chem. 2015, 11, 828–836, doi:10.3762/bjoc.11.92

• Technology and Advanced Materials (FhG IFAM), 28359 Bremen, Germany Institute of Physical Chemistry, University of Freiburg, Albertstraße 23a, 79104 Freiburg, Germany 10.3762/bjoc.11.92 Abstract Nature often serves as a model system for developing new adhesives. In aqueous environments, mussel-inspired

• adhesives are promising candidates. Understanding the mechanism of the extraordinarily strong adhesive bonds of the catechol group will likely aid in the development of adhesives. With this aim, we study the adhesion of catechol-based adhesives to metal oxides on the molecular level using atomic force

• oxides (e.g. ship hulls) or mineral surfaces such as rocks, even against large tidal forces. Studying the mechanism of how mussels adhere gives us the opportunity to adapt these principles for the development of industrial coatings and biomedical adhesives. Mussels adhere to surfaces via their byssus, a

Tailoring of organic dyes with oxidoreductive compounds to obtain photocyclic radical generator systems exhibiting photocatalytic behavior

• Christian Ley,
• Julien Christmann,
• Ahmad Ibrahim,
• Luciano H. Di Stefano and
• Xavier Allonas

Beilstein J. Org. Chem. 2014, 10, 936–947, doi:10.3762/bjoc.10.92

• materials [15], optical and electro-optical materials [16][17], fabrication of devices and materials [18], adhesives and sealants [19], coatings [20] and surface modifications [21][22]. The great interest in PRG application to free radical polymerization (FRP) has led to the development of two major classes

Oligomeric epoxide–amine adducts based on 2-amino-N-isopropylacetamide and α-amino-ε-caprolactam: Solubility in presence of cyclodextrin and curing properties

• Julian Fischer and
• Helmut Ritter

Beilstein J. Org. Chem. 2013, 9, 2803–2811, doi:10.3762/bjoc.9.315

• with hydrophobic guest molecules is widely used in drug, food, cosmetics, textile, adhesives, plastics and more industries [11][12][13]. Interestingly, recently it was confirmed that α- and β-CD cannot interact with PNIPAM. Only γ-CD has a tendency to include the PNIPAM main chain [14]. Normally, epoxy

One-pot sequential synthesis of isocyanates and urea derivatives via a microwave-assisted Staudinger–aza-Wittig reaction

• Diego Carnaroglio,
• Katia Martina,
• Giovanni Palmisano,
• Andrea Penoni,
• Claudia Domini and
• Giancarlo Cravotto

Beilstein J. Org. Chem. 2013, 9, 2378–2386, doi:10.3762/bjoc.9.274

• [1]. Isocyanates play a relevant role as chemical intermediates in the manufacturing of thermoplastic foams, elastomers, adhesives, agrochemicals and pharmaceuticals. The isocyanate group is also widely used as a precursor to several bioactive compounds and drugs that contain urea and carbamate

Organotellurium-mediated living radical polymerization under photoirradiation by a low-intensity light-emitting diode

• Yasuyuki Nakamura and
• Shigeru Yamago

Beilstein J. Org. Chem. 2013, 9, 1607–1612, doi:10.3762/bjoc.9.183

• been widely employed in conventional radical polymerization for various applications such as coatings, adhesives, gels and microelectronics [4][5][6][7]. The major motivation for the utilization of photochemistry in LRP is that it enables the dormant species to be activated under mild thermal

Influence of cyclodextrin on the solubility of a classically prepared 2-vinylcyclopropane macromonomer in aqueous solution

• Helmut Ritter,
• Jia Cheng and
• Monir Tabatabai

Beilstein J. Org. Chem. 2012, 8, 1528–1535, doi:10.3762/bjoc.8.173

• chains. Graft copolymers have found many applications, for example in the field of coatings, adhesives, compatibilizers, emulsifiers or biomaterials [1]. For the synthesis of graft copolymers, free radical copolymerization of macromonomers with suitable low molecular weight vinylmonomers is a widely

Regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers

• Kamel Chougrani,
• Gilles Niel,
• Bernard Boutevin and
• Ghislain David

Beilstein J. Org. Chem. 2011, 7, 364–368, doi:10.3762/bjoc.7.46

• ester function without affecting the methacrylate ester. Keywords: bifunctional monomer; phosphonic acid; regioselective ester cleavage; Introduction The potential applications for polymer products containing phosphorus are numerous; dental adhesives, ion-exchange resins and adhesion promotors are

• (meth)acrylates, and can be readily polymerized by emulsion or solution methods [8][9]. Polymers with some phosphonate functionality have long been established as excellent adhesives and anti-corrosion compounds [10][11][12][13][14][15][16][17], however, there has been very little investigation into the

• many applications such as dental adhesives, ion-exchange resins and adhesion promotors. However, these polymers must be in the acidic form, i.e., with phosphonic acid groups, to function efficiently [26]. The intermediate bisphosphonates were then subjected to a two-step deprotection process to restore

Novel 2-(ω-phosphonooxy-2-oxaalkyl)acrylate monomers for self-etching self-priming one part adhesive

• Joachim E. Klee and
• Uwe Lehmann

Beilstein J. Org. Chem. 2010, 6, 766–772, doi:10.3762/bjoc.6.95

• adhesives have been employed for fixation of direct and indirect restorations since the 80s of the last century. The first of these adhesives were composed of three-part systems, consisting of an etch gel, a primer and a bonding. Each of these adhesive parts was applied step-by-step in a relatively time

• consuming procedure that is prone to failure during the procedure. Therefore, a reduction of the complexity of the adhesives during application was desirable. Furthermore, the adhesion procedure should be more safe, easy and robust. In order to fulfill these demands some generations of adhesives were

• developed which combined the etch and prime function or the prime and bond function together in one part. The first self-etching, self-priming dental adhesives were composed of two-part systems for stability reasons, i.e., low hydrolysis stability of conventional polymerizable acidic ester monomers and

Synthesis of bis(3-{[2-(allyloxy)ethoxy]methyl}-2,4,6-trimethylbenzoyl)(phenyl)phosphine oxide – a tailor-made photoinitiator for dental adhesives

• Norbert Moszner,
• Iris Lamparth,
• Jörg Angermann,
• Urs Karl Fischer,
• Frank Zeuner,
• Thorsten Bock,
• Robert Liska and
• Volker Rheinberger

Beilstein J. Org. Chem. 2010, 6, No. 26, doi:10.3762/bjoc.6.26

• , and a high photoreactivity comparable with the commercially available bisacylphosphine oxides. A sufficient storage stability was found in dental acidic aqueous primer formulations. Keywords: adhesives; dental polymers; dimethacrylates; photoinitiator; radical polymerization; Introduction Self

• -etching enamel-dentin adhesives (SEAs) are used in restorative dentistry to achieve a strong bond between the filling composites and dental hard tissues. The main components of currently used SEAs include strongly acidic adhesive monomers, such as polymerizable phosphonic or phosphoric acids and

• crosslinking dimethacrylates, such as 2,2-bis[(4-(2-hydroxy-3-methacryloyloxypropoxy)phenyl]propane (Bis-GMA) or triethylene glycol dimethacrylate (TEGDMA) [1]. In SEAs, water is primarily used as the solvent or co-solvent. Thus, especially in the case of one-bottle adhesives, the methacrylates may undergo

N-alkyl-N-(phosphonoethyl) substituted (meth)acrylamides – new adhesive monomers for self-etching self-priming one part dental adhesive

• Joachim E. Klee and
• Uwe Lehmann

Beilstein J. Org. Chem. 2009, 5, No. 72, doi:10.3762/bjoc.5.72

• substrates, namely 15.3 ± 3.4 MPa to enamel and 18.5 ± 2.3 MPa to dentin. Keywords: adhesion to enamel and dentin; hydrolytic stability; N-alkyl-N-(phosphonoethyl) substituted (meth)acrylamides; polymerization enthalpy; REM investigation; Introduction In the past decades dental adhesives have been employed

• for fixation of direct and indirect restorations. These adhesives were composed of three-part systems, consisting of an etch gel, a primer and a bonding material. Each of these adhesive parts was applied step-by-step. At first the etch gel was applied to enamel and dentin surface, then the gel was

• removed by washing with water. Thereafter, the primer and the bonding were applied successively and light polymerized. This multi-step procedure is relatively time consuming and bears the danger of various failures. In order to reduce the complexity of the adhesives during application and to make the

The development and evaluation of a continuous flow process for the lipase- mediated oxidation of alkenes

• Charlotte Wiles,
• Marcus J. Hammond and
• Paul Watts

Beilstein J. Org. Chem. 2009, 5, No. 27, doi:10.3762/bjoc.5.27

• ; hydrogen peroxide; lipase; micro reactor; Novozym® 435; peracids; Introduction In addition to their synthetic value as intermediates in the preparation of diols, alcohols, hydroxyesters and alkenes, epoxides are a key raw material in many industrial processes, finding application in adhesives, polymers