Synthesis and properties of sulfur-functionalized triarylmethylium, acridinium and triangulenium dyes

• Marco Santella,
• Eduardo Della Pia,
• Jakob Kryger Sørensen and
• Bo W. Laursen

Beilstein J. Org. Chem. 2019, 15, 2133–2141, doi:10.3762/bjoc.15.210

• ). These conditions consisted of heating the reaction components in refluxing acetonitrile in the presence of collidine as base. For all three carbenium salts examinations showed that only ethanethiol lead to substitution. The progress of the reaction was conveniently followed by MALDI–TOF mass

• influence the overall reactivity of the system towards subsequent nucleophilic aromatic substitution. When the reaction was followed by MALDI–TOFMS spectrometry it was thus possible to observe simultaneously the presence of the target compound and all of the intermediates involved in the reaction. This

Selenophene-containing heterotriacenes by a C–Se coupling/cyclization reaction

• Pierre-Olivier Schwartz,
• Sebastian Förtsch,
• Astrid Vogt,
• Elena Mena-Osteritz and
• Peter Bäuerle

Beilstein J. Org. Chem. 2019, 15, 1379–1393, doi:10.3762/bjoc.15.138

• atmosphere at a heating rate of 10 °C/min. Elemental analyses were performed on an Elementar Vario EL instrument. High resolution MALDI–MS was measured on a Fourier Transform Ion Cyclotron Resonance (FT-ICR) mass spectrometer solariX from Bruker Daltonics equipped with a 7.0 T superconducting magnet and

• interfaced to an Apollo II Dual ESI/MALDI source. Single crystals were analysed on a Bruker SMART APEX-II CCD diffractometer (λ(Mo Kα)-radiation, graphite monochromator, ω and 4 scan mode) and corrected for absorption using the SADABS program [53]. The structures were solved by direct methods and refined by

Bambusuril analogs based on alternating glycoluril and xylylene units

• Tomáš Lízal and
• Vladimír Šindelář

Beilstein J. Org. Chem. 2019, 15, 1268–1274, doi:10.3762/bjoc.15.124

• significant effect on the distribution of macrocycle homologues probably due to the non-reversible nature of the reaction. However, the salt was used as it facilitated precipitation of the crude product after aqueous work-up. The MALDI analysis (Supporting Information File 1, Figure S1) indicated that the

• ESI/APCI as an ion source and a manual pump for sampling. Matrix-assisted laser desorption ionization–time-of-flight mass spectra (MALDI–TOF MS) were measured on a MALDI–TOF MS UltrafleXtreme (Bruker Daltonics) and samples were ionized with the aid of a Nd:YAG laser (355 nm) from α-cyano-4

Electrophilic oligodeoxynucleotide synthesis using dM-Dmoc for amino protection

• Shahien Shahsavari,
• Dhananjani N. A. M. Eriyagama,
• Bhaskar Halami,
• Vagarshak Begoyan,
• Marina Tanasova,
• Jinsen Chen and
• Shiyue Fang

Beilstein J. Org. Chem. 2019, 15, 1116–1128, doi:10.3762/bjoc.15.108

• (profile d). The purified de-tritylated ODN was further analyzed with polyacrylamide gel electrophoresis (PAGE), a single band was observed (Lane 1, Figure 5). The HPLC purified ODN was also analyzed with MALDI–TOF MS, molecular mass corresponding to correct ODN structure was found (Figure 6). The

• . The HPLC profiles of crude and pure 30c are given in Figure 4. Its PAGE and MALDI–TOF MS images are in Figure 5 and Figure 6, respectively. All analytical data for 30d,e are given in Supporting Information File 2. It is noted that aminolysis and hydrolysis of the sensitive groups in the ODNs, which

• ODN. The pure ODN was analyzed with PAGE and MALDI–TOF MS. Information about OD260 of the ODNs (30a–e) and a comparison of the synthesis yields of 30a using the dM-Dmoc (OD260 of 0.52 µmol synthesis, 2.94) and standard (OD260 of 0.52 µmol synthesis, 8.30) ODN synthesis technologies are provided in the

Precious metal-free molecular machines for solar thermal energy storage

• Meglena I. Kandinska,
• Snejana M. Kitova,
• Vladimira S. Videva,
• Stanimir S. Stoyanov,
• Stanislava B. Yordanova,
• Stanislav B. Baluschev,
• Silvia E. Angelova and
• Aleksey A. Vasilev

Beilstein J. Org. Chem. 2019, 15, 1096–1106, doi:10.3762/bjoc.15.106

• Kofler apparatus and are uncorrected. NMR spectra were obtained on a Bruker Avance III 500 DRX 600 MHz spectrometer in DMSO-d6. The MALDI–TOF/TOF spectra were measured at Bruker “RapifeX” at MPIP, Germany. The stepwise experimental procedures for the synthesis of compounds 2–4 and characterization data

A chemically contiguous hapten approach for a heroin–fentanyl vaccine

• Yoshihiro Natori,
• Candy S. Hwang,
• Lucy Lin,
• Lauren C. Smith,
• Bin Zhou and
• Kim D. Janda

Beilstein J. Org. Chem. 2019, 15, 1020–1031, doi:10.3762/bjoc.15.100

• soluble KLH or BSA solution (Figures S2–S7, Supporting Information File 1). Concerned by the possibility that the alcohols on glycerol would outcompete amidation, we tested several concentrations of glycerol in the range of 10–50% (w/w). Based on MALDI–TOF data and as expected, the conjugation with the

Catalysis of linear alkene metathesis by Grubbs-type ruthenium alkylidene complexes containing hemilabile α,α-diphenyl-(monosubstituted-pyridin-2-yl)methanolato ligands

• Tegene T. Tole,
• Johan H. L. Jordaan and
• Hermanus C. M. Vosloo

Beilstein J. Org. Chem. 2019, 15, 194–209, doi:10.3762/bjoc.15.19

• /2.11 (3 × s, 3 × 6H, H of 6-CH3 on mesityl), 1.18 (s, 3H, H of CH3 on C5H3N); MALDI–MS (m/z): [M]+ 807.2646 (C47H48ClN3ORu); IR (in cm−1): v(OH, moisture) = 3386, v(=C-H) = 3054, 3018, 776, v(CH3) = 2921, 2852, 1396, v(C=N) = 1604, v(C=C) = 1584–1443, v(C-N) = 1254, v(C-O) = 1157; 13C NMR (150 MHz) δ

• × 6H, 6-CH3 of mesityl), 2.17 (s, 3H, H of CH3 on C5H3N); MALDI–MS (m/z): [M]+ 807.2660 (C47H48ClN3ORu); IR (in cm−1): v(OH, moisture) = 3391, v(=C-H) = 3055, 3020, 755, v(CH3) = 2920, 2849, 1377, v(C=N) = 1605, v(C=C) = 1481–1410, v(C-N) = 1261, v(C-O) = 1163; 13C NMR (150 MHz, CDCl3) δ 291.2, 214.5

• , para H of 2Ph), 6.99 (m, 1H, H-5 of C5H3N), 6.73 (m, 4H, meta H of 2Ph), 6.73 (m, 2H, para H of 2Ph), 6.43 (d, J = 7.7 Hz, ortho H of Ru=CHPh), 4.01–3.89 (m, 4H, H of NHC), 2.57/2.19/2.16 (3 × s, 3 × 6H, 6-CH3 of mesityl), 2.90 (s, 3H, H of OCH3); MALDI–MS (m/z): [M]+ 823.2417 (C47H48ClN3O2Ru); IR (in

Olefin metathesis catalysts embedded in β-barrel proteins: creating artificial metalloproteins for olefin metathesis

• Daniel F. Sauer,
• Johannes Schiffels,
• Takashi Hayashi,
• Ulrich Schwaneberg and
• Jun Okuda

Beilstein J. Org. Chem. 2018, 14, 2861–2871, doi:10.3762/bjoc.14.265

• C545. Furthermore, E501 was substituted by phenylalanine to prevent coordination of the Glu side chain to the metal site and deactivation of the catalyst. Two specific TEV (Tobacco Etch Virus protease) cleavage sites were further introduced into loops 7 and 8 to facilitate MALDI–TOF–MS analysis. The

Copolymerization of epoxides with cyclic anhydrides catalyzed by dinuclear cobalt complexes

• Yo Hiranoi and
• Koji Nakano

Beilstein J. Org. Chem. 2018, 14, 2779–2788, doi:10.3762/bjoc.14.255

• spectrometry (MALDI–TOF MS, Figure 2). Several series of signals with a regular interval of 206.1 (repeating unit) were observed in the lower mass range. The m/z value of each signal of the major distribution corresponds with [166.0 (C6F5COO, initiating group) + 206.1n (repeating unit) + 59.1 (CH2CHMeOH

• DAICEL CHIRALCEL® IA-3 column [tR = 12.65 min for the (S)-isomer and 14.50 min for the (R)-isomer (flow rate: 1.0 mL; eluent: hexane/iPrOH 95:5)]. Structures of cobalt–salen complexes 1–4. MALDI–TOF mass spectrum of the PO/PA copolymer. The low molecular weight copolymer for MS analysis was prepared by

Non-metal-templated approaches to bis(borane) derivatives of macrocyclic dibridgehead diphosphines via alkene metathesis

• Tobias Fiedler,
• Michał Barbasiewicz,
• Michael Stollenz and
• John A. Gladysz

Beilstein J. Org. Chem. 2018, 14, 2354–2365, doi:10.3762/bjoc.14.211

• (w), 1061 (m), 803 (w), 722 (w) cm−1; MS (MALDI+, THAP) [56]: 651.6 ([M – 2BH3 + 1]+, 100%). (6·2BH3; 0.101 g, 0.149 mmol, 10%), white solid, mp 96 °C (capillary). Anal. calcd for C42H90B2P2 (678.73): C, 74.32; H, 13.37; found: C, 73.92; H, 13.47. The identity of this compound, which has been

• ; MS (MALDI+, THAP) [56]: 702.0 ([M + Na]+, 98%), 666.0 ([M − BH3 + 1]+, 100%). Metathesis/hydrogenation of (H2C=CH(CH2)6)2(H3B)P((CH2)14)P(BH3)((CH2)6CH=CH2)2 (11·2BH3; Scheme 5 [32]). Diphosphine diborane 11·2BH3 (1.222 g, 1.672 mmol), CH2Cl2 (1700 mL; the resulting solution was 0.0010 M in 11·2BH3

Semi-synthesis and insecticidal activity of spinetoram J and its D-forosamine replacement analogues

• Kai Zhang,
• Jiarong Li,
• Honglin Liu,
• Haiyou Wang and
• Lamusi A

Beilstein J. Org. Chem. 2018, 14, 2321–2330, doi:10.3762/bjoc.14.207

• , 15.00, 8.36; MS (MALDI) m/z: [M + H]+ calcd for C41H67NO10, 734.483774; found, 734.483663. Preparation of aglycone of 5,6-dihydrospinosyn A 2 Compound 1 (2.15 g, 3.64 mmol) was added to a solution of 60 mL MeOH and 130 mL 8 N H2SO4, then the mixture were heated to reflux for 4 hours. After the mixture

• , 71.25, 70.50, 52.47, 49.11, 47.28, 46.21, 42.04, 41.23, 40.26, 40.06, 38.50, 33.95, 31.75, 28.83, 27.46, 26.05, 23.45, 21.13, 14.64, 8.39; MS (MALDI) m/z: [M + Na]+ calcd for C24H36O5, 427.245495; found, 427.245611. Preparation of 3-ethoxy-2,4-dimethoxyrhamnosyltrichoroacetimidate (3) 3-O-Ethyl-2,4-di-O

• , 95.79, 82.19, 82.01, 79.68, 79.54, 78.51, 78.39, 75.70, 72.70, 68.68, 67.96, 65.68, 61.02, 60.41, 59.23, 59.02, 50.26, 48.19, 47.07, 46.37, 43.52, 40.79, 39.60, 38.80, 38.14, 34.86, 34.22, 31.59, 30.62, 28.05, 26.94, 24.68, 22.66, 17.85, 17.72, 15.76, 15.69, 14.20, 9.41; MS (MALDI) m/z: [M + Na]+ calcd

Synthesis of new p-tert-butylcalix[4]arene-based polyammonium triazolyl amphiphiles and their binding with nucleoside phosphates

• Vladimir A. Burilov,
• Guzaliya A. Fatikhova,
• Mariya N. Dokuchaeva,
• Ramil I. Nugmanov,
• Diana A. Mironova,
• Pavel V. Dorovatovskii,
• Victor N. Khrustalev,
• Svetlana E. Solovieva and
• Igor S. Antipin

Beilstein J. Org. Chem. 2018, 14, 1980–1993, doi:10.3762/bjoc.14.173

• established by 1H and 13C NMR spectroscopy as well as by IR spectroscopy and MALDI–TOF mass spectrometry. Their compositions were determined by elementary analysis. A standard set of signals typical for distal disubstituted calixarenes was found in the 1H NMR spectra of 4a and b (Supporting Information File 1

• appear as a singlet at 6.29 ppm. The signals of the bridge methylene protons appear as two doublets at 4.39–4.40 and 3.09–3.10 ppm. The presence of the azide groups was confirmed by valence asymmetric bond vibrations at 2109 cm−1 in the IR spectra of 4 and 8. The MALDI mass spectra of all obtained azides

• or DMSO-d6) as internal standard. MALDI mass spectra were measured on an UltraFlex III TOF/TOF with PNA matrix, laser Nd:YAG, λ = 355 nm. The IR spectra were recorded on a Bruker Vector-22 spectrometer. Samples were prepared as suspension in mineral oil or as thin films, obtained from chloroform

Diazirine-functionalized mannosides for photoaffinity labeling: trouble with FimH

• Femke Beiroth,
• Tomas Koudelka,
• Thorsten Overath,
• Stefan D. Knight,
• Andreas Tholey and
• Thisbe K. Lindhorst

Beilstein J. Org. Chem. 2018, 14, 1890–1900, doi:10.3762/bjoc.14.163

• . Subsequently, the solution was irradiated under ice cooling with a medium pressure mercury vapor lamp for 10 min. Afterwards, 50 µL double distilled water were added and 2 µL of this solution given to 20 µL of a 0.1% trifluoroacetic acid (TFA) solution, desalted with a C18 µZipTip and spotted on a MALDI-plate

• together with 5 mg/mL α-cyano-4-hydroxycinnamic acid (HCCA) matrix (70% ACN in 0.1% TFA solution in double distilled water). MALDI–TOF MS was performed on a AB 5800 MS (AB Sciex, Darmstadt, Germany) in positive ion mode. FimHtr FimHtr (3.36 nmol) was dissolved in PBS buffer (pH 7.8). Ligand 3 was dissolved

• signals were done using 2D experiments (COSY, HSQC and HMBC). IR spectra were measured with a Perkin Elmer FT IR Paragon 1000 (KBr). Optical rotation values were determined with a Perkin-Elmer polarimeter (589 nm, length of cuvette: 1 dm). MS analysis of synthetic products were carried out with a MALDI

Defining the hydrophobic interactions that drive competence stimulating peptide (CSP)-ComD binding in Streptococcus pneumoniae

• Bimal Koirala,
• Robert A. Hillman,
• Erin K. Tiwold,
• Michael A. Bertucci and
• Yftah Tal-Gan

Beilstein J. Org. Chem. 2018, 14, 1769–1777, doi:10.3762/bjoc.14.151

• desorption ionization time-of-flight mass spectrometry (MALDI–TOF MS) data were obtained on either a Bruker Autoflex or Bruker Microflex spectrometer equipped with a 60 Hz nitrogen laser and a reflectron. In positive ion mode, the acceleration voltage on Ion Source 1 was 19.01 kV. Exact mass (EM) data were

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

• mixture was then analyzed by MALDI mass spectrometry (HRMS, Figure 6). Alongside the parent conjugate 9 ions, ionized species at higher mass-to-charge ratio (m/z = 4625.9) are detected and formally correspond to the addition of GMP minus two hydrogen atoms. The comparison between the experimental and

• ; source temperature, 150 °C and desolvation temperature, 200 °C. Matrix-assisted laser desorption/ionization time-of-flight (MALDI-ToF) mass spectra were recorded using a Waters QToF Premier mass spectrometer equipped with a Nd-YAG laser of 355 nm with a maximum pulse energy of 65 μJ delivered to the

• 500 ns after the laser pulse (gray, top) and 1 µs after the laser pulse in the presence of 10 mM GMP (purple, bottom). MALDI–MS analysis of a solution containing conjugate 9 and GMP after continuous light irradiation. In the inset, the experimental (bottom) and theoretical (top) isotope distributions

Selective carboxylation of reactive benzylic C–H bonds by a hypervalent iodine(III)/inorganic bromide oxidation system

• Toshifumi Dohi,
• Shohei Ueda,
• Kosuke Iwasaki,
• Yusuke Tsunoda,
• Koji Morimoto and
• Yasuyuki Kita

Beilstein J. Org. Chem. 2018, 14, 1087–1094, doi:10.3762/bjoc.14.94

• , 22.1, 56.3, 71.3, 110.3, 111.2, 113.3, 127.6, 128.7, 135.8, 156.0, 170.2 ppm; IR (KBr): 2984, 2158, 1741, 1603, 1499, 1370, 1291, 1242, 1208, 1062, 1023 cm−1; HRMS (MALDI): [M + Na]+ calcd for C12H13NO3SNa, 274.0507; found, 274.0508. Representative experimental procedure for the benzylic C–H

Synthesis and stability of strongly acidic benzamide derivatives

• Frederik Diness,
• Niels J. Bjerrum and
• Mikael Begtrup

Beilstein J. Org. Chem. 2018, 14, 523–530, doi:10.3762/bjoc.14.38

• Bruker 500 MHz spectrometer at 298 K with methanol-d4, DMSO-d6 or hexafluorobenzene as internal standard. High-resolution mass spectrometry (HRMS) was performed on a Bruker MALDI–TOF spectrometer. General procedure Benzoyl chloride (10.0 mmol) in Et2O (10 mL) was added dropwise to a solution of

Hydrolysis, polarity, and conformational impact of C-terminal partially fluorinated ethyl esters in peptide models

• Vladimir Kubyshkin and
• Nediljko Budisa

Beilstein J. Org. Chem. 2017, 13, 2442–2457, doi:10.3762/bjoc.13.241

• high-resolution electrospray-orbitrap mass spectrometry ionization (HRMS) for all peptides except hexalysine peptides 10a–c, which produced no distinguishable molecular ions. For cationic peptides 9a–c and 10a–c, additional MALDI–TOF analysis confirmed the molecular assignment. Diffusion coefficients

• 679.3416; logD, calcd for [M] −9.465; found, −9.467 ± 0.027. Ac(Lys)3OH∙3HCl, 9a. HRMS: calcd for [M + 3H]3+ 149.1093; found, 149.1096; MALDI–TOF: calcd for [M + H]+ 445.3; found, 445.2; logD, calcd for [M + 3H+] −9.410; found, −9.442 ± 0.025. Ac(Lys)6OH∙6HCl, 10a. MALDI–TOF: calcd for [M + H]+ 829.6

• ; found, 829.5; logD, calcd for [M + 6H+] −9.499; found, −9.607 ± 0.038. Ac(Lys)3OCH2CHF2∙3HCl, 9b. HRMS: calcd for [M + 3H]3+ 170.4468; found, 170.4474; MALDI–TOF: calcd for [M + H]+ 509.3; found, 509.2; logD, calcd for [M + 3H+] −9.429; found, −9.439 ± 0.021; τ½ = 5.0 ± 0.3 (4.5 ± 0.5) days (buffered

Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules

• Jan Podlesný,
• Lenka Dokládalová,
• Oldřich Pytela,
• Adam Urbanec,
• Milan Klikar,
• Numan Almonasy,
• Tomáš Mikysek,
• Jaroslav Jedryka,
• Iwan V. Kityk and
• Filip Bureš

Beilstein J. Org. Chem. 2017, 13, 2374–2384, doi:10.3762/bjoc.13.235

• spectra, HR-MALDI-MS spectra, CV curves, UV–vis absorption/emission spectra, and HOMO/LUMO localizations. Acknowledgements This research was supported by the Technology Agency of the Czech Republic (TE01020022, Flexprint).

Solvent-free copper-catalyzed click chemistry for the synthesis of N-heterocyclic hybrids based on quinoline and 1,2,3-triazole

• Martina Tireli,
• Silvija Maračić,
• Stipe Lukin,
• Marina Juribašić Kulcsár,
• Dijana Žilić,
• Mario Cetina,
• Ivan Halasz,
• Silvana Raić-Malić and
• Krunoslav Užarević

Beilstein J. Org. Chem. 2017, 13, 2352–2363, doi:10.3762/bjoc.13.232

• Information File 1, Figures S1–S5, S10). High-resolution mass spectra of the final compounds were recorded on Applied Biosystems 4800 Maldi TOF/TOF Analyzer (Supporting Information File 1, Figures S6–S9). Mechanochemical reactions were carried out using an IST500 (InSolido Tehnologies, Croatia) mixer mill

p-tert-Butylthiacalix[4]arenes functionalized by N-(4’-nitrophenyl)acetamide and N,N-diethylacetamide fragments: synthesis and binding of anionic guests

• Alena A. Vavilova and
• Ivan I. Stoikov

Beilstein J. Org. Chem. 2017, 13, 1940–1949, doi:10.3762/bjoc.13.188

• conformation was obtained with 10% yield (Scheme 1). 1Н, 13С, 2D NOESY NMR, IR spectroscopy, mass spectrometry (MALDI–TOF) confirmed the macrocycle 3 structure. The elemental analysis gives us the composition of 3. In contrast to the 1H NMR spectrum of 1,3-disubstituted thiacalix[4]arene 2 [42], the signals of

• complete substitution of the initial macrocycle 1. In the MALDI–TOF mass spectrum of the compound 3 (M(C72H72N8O16S4) = 1432.4), a molecular ion peak with Na+ cation (m/z (M + Na+) = 1455.5) was observed (see Supporting Information File 1, Figure S4). p-tert-Butylthiacalix[4]arenes monosubstituted at the

An efficient Pd–NHC catalyst system in situ generated from Na₂PdCl₄ and PEG-functionalized imidazolium salts for Mizoroki–Heck reactions in water

• Nan Sun,
• Meng Chen,
• Liqun Jin,
• Wei Zhao,
• Baoxiang Hu,
• Zhenlu Shen and
• Xinquan Hu

Beilstein J. Org. Chem. 2017, 13, 1735–1744, doi:10.3762/bjoc.13.168

• characterized by 1H NMR, 13C NMR and MALDI–TOF–MS analyses (see Supporting Information File 1). The catalytic performance of the synthesized imidazolium salts as NHC precursors for Pd-catalyzed Mizoroki–Heck reactions in water was investigated. A model reaction was carried out by using 4-bromoacetophenone (1a

• standard. Mass spectrometry data (MALDI–TOF) of the three imidazolium salts L1–L3 were collected on a Bruker ultrafleXtreme mass spectrometer. Low-resolution mass analyses were performed on a Thermo Trace ISQ GC–MS instrument in EI mode (70 eV) or a Thermo Scientific ITQ 1100TM mass spectrometer in ESI

• , NCH2), 3.66–3.42 (m, 196H, CH2 of PEG chain), 3.24 (s, 3H, PEG-OCH3); 13C NMR (CDCl3) δ 153.7, 149.6, 137.6, 137.3, 123.7, 123.0, 122.9, 122.7, 71.2–68.3 (CPEG), 58.1, 53.0, 49.0; MALDI–TOF–MS m/z: [Mn=49 − Br]+ calcd for C110H212N3O50, 2375.4; found, 2375.8. Imidazolium salt L2. Yield: 3.9 g (92

2-Methyl-2,4-pentanediol (MPD) boosts as detergent-substitute the performance of ß-barrel hybrid catalyst for phenylacetylene polymerization

• Julia Kinzel,
• Daniel F. Sauer,
• Marco Bocola,
• Marcus Arlt,
• Tayebeh Mirzaei Garakani,
• Andreas Thiel,
• Klaus Beckerle,
• Tino Polen,
• Jun Okuda and
• Ulrich Schwaneberg

Beilstein J. Org. Chem. 2017, 13, 1498–1506, doi:10.3762/bjoc.13.148

• analyzed by MALDI–TOF mass spectrometry prior to digestion of 2 with the protease of the Tobacco Etch Virus (TEV) [29][47][49]. Even though the calculated mass of 6,301 Da for the FhuA ΔCVFtev fragment containing Cys545 and the metal catalyst (≈6 kDa) could not be observed, the MALDI–TOF mass spectra

• -d1 was dried over calcium hydride, distilled, degassed and stored in a glove box. NMR spectra were recorded on a Bruker DRX 400 spectrometer (1H, 400.1 MHz). Chemical shifts were referenced internally by using the residual solvent resonances [50]. MALDI–TOF MS spectra were recorded on an Ultraflex

• of FhuA ΔCVFtev with MALDI–TOF mass spectrometry, two cleavage sites of the TEV protease (ENLYFQ|G) were introduced in the extracellular loop regions 7 and 8 [29]. Protease cleavage was performed as described previously [12][29]. MD simulations Simulations were based on the X-ray crystal structure of

Mechanochemistry-assisted synthesis of hierarchical porous carbons applied as supercapacitors

• Desirée Leistenschneider,
• Nicolas Jäckel,
• Felix Hippauf,
• Volker Presser and
• Lars Borchardt

Beilstein J. Org. Chem. 2017, 13, 1332–1341, doi:10.3762/bjoc.13.130

• −1 indicates complexation [51]. The sample Polymer-SF-3 was investigated by matrix-assisted laser desorption/ionization with a time-of-flight mass spectrometer (MALDI–TOF) revealing a weight-averaged molar mass (Mw) of 2015.6 g mol−1, which is equivalent to 6 monomeric units. Synthesis of the

Sugar-based micro/mesoporous hypercross-linked polymers with in situ embedded silver nanoparticles for catalytic reduction

• Qing Yin,
• Qi Chen,
• Li-Can Lu and
• Bao-Hang Han

Beilstein J. Org. Chem. 2017, 13, 1212–1221, doi:10.3762/bjoc.13.120

• structures of Sug-2 and Sug-3 have been characterized by 1H NMR, 13C NMR, and MALDI–TOF MS. The chemical structure of the obtained polymers was confirmed by 13C CP/MAS NMR and Fourier transform infrared spectroscopy (FTIR) (Figure S1, Supporting Information File 1). For example, the backbone and structure

• –6.97 (m, 3H), 5.12–4.90 (m, 3H), 4.84 (t, J = 11.1 Hz, 3H), 4.65–4.48 (m, 3H), 3.73 (m, 6H); 13C NMR (100 MHz, CDCl3) δ (ppm) 157.4, 138.6, 138.3, 138.2, 138.1, 129.6, 128.5, 128.4, 128.3, 128.0, 127.9, 127.8, 127.7, 127.6, 122.7, 116.9, 101.7, 84.7, 82.1, 77.8, 75.8, 75.2, 75.1, 73.5, 68.9; MS (MALDI

• ), 3.87–3.70 (m, 2H), 3.61 (dd, J = 18.9, 9.9 Hz, 2H), 3.26 (s, 3H), 1.38–1.26 (m, 3H); 13C NMR (100 MHz, CDCl3) δ (ppm) 138.8, 138.7, 138.5, 128.5, 128.1, 128.0, 127.8, 127.7, 127.6, 99.2, 80.6, 80.3, 75.5, 74.9, 72.9, 72.2, 68.0, 54.7, 18.1; MS (MALDI–TOF) m/z: [M + Na] calcd for C28H32O5, 471.2; found