Synthesis of 5-arylidenerhodanines in L-proline-based deep eutectic solvent

• Stéphanie Hesse

Beilstein J. Org. Chem. 2023, 19, 1537–1544, doi:10.3762/bjoc.19.110

• (Table 3). As it can be seen, the yields obtained in this study are similar or better than those reported earlier. Moreover, our optimized conditions use mild temperature, short reaction times, and exclude the use of volatile organic compounds (VOC) in the workup stage. The Pro/Gly NaDES can also be

Identification and determination of the absolute configuration of amorph-4-en-10β-ol, a cadinol-type sesquiterpene from the scent glands of the African reed frog Hyperolius cinnamomeoventris

• Angelique Ladwig,
• Markus Kroll and
• Stefan Schulz

Beilstein J. Org. Chem. 2023, 19, 167–175, doi:10.3762/bjoc.19.16

• their vocal sac that also serves as a gland which emits volatile organic compounds during calling [1]. These courtship calls are trimodal, consisting of calls, yellow flashing signals, and volatile chemicals released from the gland [2]. The semiochemical signal, the glandular secretion, seems to be used

Cyclodextrin-based Schiff base pro-fragrances: Synthesis and release studies

• Attila Palágyi,
• Jindřich Jindřich,
• Juraj Dian and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2022, 18, 1346–1354, doi:10.3762/bjoc.18.140

• various organic molecules have been described so far. It was proved that the complexation of volatile organic compounds, such as aldehydes, into the CD’s cavity reduces the volatility and increases the solubility and bioavailability of these compounds [5][6][7][8][9][10][11][12][13][14]. The release of

• aldehydes were mixtures of isomers, but it was acceptable for our intended purpose – to study the controlled release of the aldehydes, i.e., volatile organic compounds (VOCs). The aldehyde selected for the optimization of reaction conditions was cinnamaldehyde (2a), as it is strongly UV absorbing, i.e

Rapid gas–liquid reaction in flow. Continuous synthesis and production of cyclohexene oxide

• Kyoko Mandai,
• Tetsuya Yamamoto,
• Hiroki Mandai and
• Aiichiro Nagaki

Beilstein J. Org. Chem. 2022, 18, 660–668, doi:10.3762/bjoc.18.67

• ). The experiment was carefully carried out using a pear-shaped flask equipped with a reflux condenser cooled to −15 °C to avoid the loss of relatively volatile organic compounds in the reaction mixture. In the reaction at 40 °C, the reaction was very slow to yield the product in less than 20% yield

Volatile emission and biosynthesis in endophytic fungi colonizing black poplar leaves

• Christin Walther,
• Pamela Baumann,
• Katrin Luck,
• Beate Rothe,
• Peter H. W. Biedermann,
• Jonathan Gershenzon,
• Tobias G. Köllner and
• Sybille B. Unsicker

Beilstein J. Org. Chem. 2021, 17, 1698–1711, doi:10.3762/bjoc.17.118

• -insect interactions. Keywords: Ascomycota; Cladosporium; Salicaceae; terpene synthases; volatile organic compound (VOC); Introduction Plant volatile organic compounds (VOCs) can mediate plant–insect, plant–microbe, and plant–plant interactions [1][2][3][4]. The constitutive and herbivore-induced

• , representative total ion chromatograms of single endophytic volatile blend, mass spectra of unknown volatile organic compounds, and BUSCO analysis of Cladosporium sp. de novo assembly. Acknowledgements We thank Dineshkumar Kandasamy for methodological advice and Rayko Halitschke for support during TDU-GCMS

Secondary metabolites of Bacillus subtilis impact the assembly of soil-derived semisynthetic bacterial communities

• Heiko T. Kiesewalter,
• Carlos N. Lozano-Andrade,
• Mikael L. Strube and
• Ákos T. Kovács

Beilstein J. Org. Chem. 2020, 16, 2983–2998, doi:10.3762/bjoc.16.248

• supplemented biocontrol strain, whereas the sampling time and additional inoculation of the fungal plant pathogen influenced the community to a greater extent. Apart from soluble SM, volatile organic compounds (VOCs) are as well capable of impacting a microbial community. In 2020, Cosetta et al. demonstrated

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

Emission and biosynthesis of volatile terpenoids from the plasmodial slime mold Physarum polycephalum

• Xinlu Chen,
• Tobias G. Köllner,
• Wangdan Xiong,
• Guo Wei and
• Feng Chen

Beilstein J. Org. Chem. 2019, 15, 2872–2880, doi:10.3762/bjoc.15.281

• relatedness to bacterial TPSs. The biological role of the volatile terpenoids produced by the plasmodia of P. polycephalum is discussed. Keywords: amoebae; evolution; terpene synthases; volatiles; Introduction Volatile organic compounds (VOCs) are used by many living organisms as chemical languages 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

• light exposure. These photochemical processes offer potential advantages compared to thermal polymerization. First, it is a greener technology, i.e., the system does not need to be heated and no (or low content of) volatile organic compounds are released. Secondly, mild conditions can be employed. It is

• excited state energy and redox potentials to interact with additives [13]. Parallel to this, the environmental issues impose the use of new polymerization methods that are safer for the manipulator, contribute to lower the amount of released volatile organic compounds and can reduce the energy consumption

Volatiles from the hypoxylaceous fungi Hypoxylon griseobrunneum and Hypoxylon macrocarpum

• Jan Rinkel,
• Alexander Babczyk,
• Tao Wang,
• Marc Stadler and
• Jeroen S. Dickschat

Beilstein J. Org. Chem. 2018, 14, 2974–2990, doi:10.3762/bjoc.14.277

• (3), that is produced inter alia by Tricholoma matsutake [7], a highly sought delicacy in the Japanese cuisine, the bottom mushroom Agaricus bisporus, and the penny bun Boletus edulis [8], as the name indicates a European equivalent to Matsutake in high-class cooking. Volatile organic compounds are

Volatiles from the xylarialean fungus Hypoxylon invadens

• Jeroen S. Dickschat,
• Tao Wang and
• Marc Stadler

Beilstein J. Org. Chem. 2018, 14, 734–746, doi:10.3762/bjoc.14.62

• research during the past decades has shown that many fungi release a rich bouquet of volatile organic compounds [1]. Some of these metabolites contribute to the pleasant aroma of edible mushrooms, e.g., the widespread compound oct-1-en-3-ol (1) is responsible for the typical odour of the button mushroom

•  3, asterisks indicate unknown compounds. The red line shows a 500% superelevation of the chromatogram between 16.2 min and 18.3 min. Identified volatile organic compounds from Hypoxylon invadens MUCL 54175. Mass spectra of volatiles from Hypoxylon invadens MUCL 54175. Mass spectra of A) 2,5

Volatiles from the tropical ascomycete Daldinia clavata (Hypoxylaceae, Xylariales)

• Tao Wang,
• Kathrin I. Mohr,
• Marc Stadler and
• Jeroen S. Dickschat

Beilstein J. Org. Chem. 2018, 14, 135–147, doi:10.3762/bjoc.14.9

• natural product is 6-nonyl-2H-pyran-2-one. The antimicrobial and cytotoxic effects of the synthetic volatiles are also reported. Keywords: enantioselective synthesis; gas chromatography; mass spectrometry; natural products; volatiles; Introduction A large variety of volatile organic compounds from

Synthesis and application of trifluoroethoxy-substituted phthalocyanines and subphthalocyanines

• Satoru Mori and
• Norio Shibata

Beilstein J. Org. Chem. 2017, 13, 2273–2296, doi:10.3762/bjoc.13.224

• phthalocyanines. TFEO-Pc is soluble not only in general organic solvents but also in liquid carbon dioxide (CO2) and supercritical CO2 [55]. These forms of CO2 have attracted attention as solvents which do not discharge volatile organic compounds (VOCs), and are expected to replace organic solvents as a

Cross-linked cyclodextrin-based material for treatment of metals and organic substances present in industrial discharge waters

• Élise Euvrard,
• Nadia Morin-Crini,
• Coline Druart,
• Justine Bugnet,
• Bernard Martel,
• Cesare Cosentino,
• Virginie Moutarlier and
• Grégorio Crini

Beilstein J. Org. Chem. 2016, 12, 1826–1838, doi:10.3762/bjoc.12.172

• substances in DWs). For this purpose, specific systems can be added, called effluent finishing treatments. A sequential dual approach can be considered: firstly, adsorption onto carbon to remove organics (e.g., solvents, oils, PAHs and volatile organic compounds) combined with ion-exchange and/or chelation

Efficient syntheses of climate relevant isoprene nitrates and (1R,5S)-(−)-myrtenol nitrate

• Sean P. Bew,
• Glyn D. Hiatt-Gipson,
• Graham P. Mills and
• Claire E. Reeves

Beilstein J. Org. Chem. 2016, 12, 1081–1095, doi:10.3762/bjoc.12.103

• [2], however, many other different types of biogenic volatile organic compounds (BVOCs) are also generated and released. These include monoterpenes, e.g., 1,8-cineole, borneol, β-phellandrene, 2-carene, camphene, sabinene and citral; sesquiterpenes, e.g., α-copaene, β-cubebene, α-cedrene, β-selinene

Polydisperse methyl β-cyclodextrin–epichlorohydrin polymers: variable contact time ¹³C CP-MAS solid-state NMR characterization

• Isabelle Mallard,
• Davy Baudelet,
• Franca Castiglione,
• Monica Ferro,
• Walter Panzeri,
• Enzio Ragg and
• Andrea Mele

Beilstein J. Org. Chem. 2015, 11, 2785–2794, doi:10.3762/bjoc.11.299

• be conveniently exploited to fingerprint the new materials and to provide information for tailored synthesis. Results and Discussion The molecular imprinting technique allows the introduction of a molecular memory for drugs [29][30] or volatile organic compounds [31][32]. This selective recognition

Removal of volatile organic compounds using amphiphilic cyclodextrin-coated polypropylene

• Ludmilla Lumholdt,
• Sophie Fourmentin,
• Thorbjørn T. Nielsen and
• Kim L. Larsen

Beilstein J. Org. Chem. 2014, 10, 2743–2750, doi:10.3762/bjoc.10.290

• Framework Directive, six volatile organic compounds (benzene and five benzene-based substances) were chosen as model compounds. The compounds were tested as a mixture in order to provide a more realistic situation since the wastewater will be a complex mixture containing multiple pollutants. The volatile

• ; volatile organic compounds; water purification; Introduction In October 2000, a comprehensive directive was passed by The European Parliament and Council (EU) called the Water Framework Directive, 2000/60/EC. In this directive, the member states committed themselves to prevent and reduce water pollution

• and five other benzene-based volatile organic compounds (VOCs) (see Table 2) were chosen as model compounds. Their uptake by the ACD-functionalised PP was characterised using static headspace gas chromatography (SH-GC). These VOCs have been shown in the literature to effectively form stable inclusion

Supercritical carbon dioxide: a solvent like no other

• Jocelyn Peach and
• Julian Eastoe

Beilstein J. Org. Chem. 2014, 10, 1878–1895, doi:10.3762/bjoc.10.196

• volatile organic compounds (VOCs). Unfortunately, carbon dioxide has a notoriously poor solubilising power and is famously difficult to handle. This review examines attempts and breakthroughs in enhancing the physicochemical properties of carbon dioxide, focusing primarily on factors that impact solubility

• chemical processing and as a solvent [3], thus replacing the volatile organic compounds (VOCs) that are currently commonly used [4]. These VOCs are environmentally hazardous and notoriously difficult to dispose of so a reduction in use would improve the sustainability of many chemical processes. As well as

• developments surrounding the use of supercritical carbon dioxide, both as an alternative green solvent to volatile organic compounds but also towards the efficiency of carbon dioxide handling with a view to enhance carbon capture and sequestration techniques, as well as enhanced oil recovery. This has come in

Space filling of β-cyclodextrin and β-cyclodextrin derivatives by volatile hydrophobic guests

• Sophie Fourmentin,
• Anca Ciobanu,
• David Landy and
• Gerhard Wenz

Beilstein J. Org. Chem. 2013, 9, 1185–1191, doi:10.3762/bjoc.9.133

• -thioethers are single pure compounds and they showed very promising binding constants and very high aqueous solubility. In continuation of our investigations into the recognition of volatile organic compounds (VOCs) by CDs [34][35], we examined the potential of these β-CD-thioethers for the solubilization of

Volatile organic compounds produced by the phytopathogenic bacterium Xanthomonas campestris pv. vesicatoria 85-10

• Teresa Weise,
• Marco Kai,
• Anja Gummesson,
• Armin Troeger,
• Stephan von Reuß,
• Silvia Piepenborn,
• Francine Kosterka,
• Martin Sklorz,
• Ralf Zimmermann,
• Wittko Francke and
• Birgit Piechulla

Beilstein J. Org. Chem. 2012, 8, 579–596, doi:10.3762/bjoc.8.65

• weapons against competitive fungi. As a first approach in our investigations, we analysed the profiles of its volatiles. Only two volatile organic compounds released by X. campestris have so far been described: 11-methyldodec-2Z-enoic acid [13] and γ-butyrolactone [28]. To extend this preliminary

The volatiles of pathogenic and nonpathogenic mycobacteria and related bacteria

• Thorben Nawrath,
• Georgies F. Mgode,
• Bart Weetjens,
• Stefan H. E. Kaufmann and
• Stefan Schulz

Beilstein J. Org. Chem. 2012, 8, 290–299, doi:10.3762/bjoc.8.31

• membrane filter (Millipore Corp., USA). Cultures were incubated at 37 °C aerobically. Sampling of volatiles Volatile organic compounds emitted by cell cultures of the different mycobacteria were collected by using the CLSA technique [14][15]. The volatiles were adsorbed on charcoal (Chromtech; Precision

C-Arylation reactions catalyzed by CuO-nanoparticles under ligand free conditions

• Mazaahir Kidwai,
• Saurav Bhardwaj and
• Roona Poddar

Beilstein J. Org. Chem. 2010, 6, No. 35, doi:10.3762/bjoc.6.35

• overcome from these problems, we have investigated a new catalytic system for C-arylation. Nanocrystalline metal oxides find numerous applications, e.g., as active adsorbents for gases [20], the destruction of hazardous materials [21] and the oxidation of volatile organic compounds [22]. In addition, metal