Chemoselective silicification of synthetic peptides and polyamines

• Maryna Abacilar,
• Fabian Daus and
• Armin Geyer

Beilstein J. Nanotechnol. 2015, 6, 103–110, doi:10.3762/bjnano.6.10

• , silica precipitation studies were mainly focused on the amount, the morphology, and composition of the precipitate while disregarding a quantitative analysis of the remaining soluble components. Here, we turn the tables and quantify the soluble components by 1H NMR in the progress of precipitation and

• it, and to weigh it. NMR is no substitute for other analytical methods but 1H NMR is a single technology that simultaneously monitors the pH value, viscosity, and amount of dissolved molecules. 1H NMR is advantageous for optimizing the experimental settings of silica precipitation process because of

• mixed with a known oligoamine to identify the better precipitator based on the stronger reduction in 1H NMR signal intensity. Results Polyamines and cationic peptides The cell wall of diatoms is a composite material with a high content of organic molecules from various compound classes such as

Poly(styrene)/oligo(fluorene)-intercalated fluoromica hybrids: synthesis, characterization and self-assembly

• Giuseppe Leone,
• Francesco Galeotti,
• William Porzio,
• Guido Scavia,
• Luisa Barba,
• Gianmichele Arrighetti,
• Giovanni Ricci,
• Chiara Botta and
• Umberto Giovanella

Beilstein J. Nanotechnol. 2014, 5, 2450–2458, doi:10.3762/bjnano.5.254

• TF as a white solid (93 mg; yield 96%). 1H NMR (600 MHz, CD3OD) δ 7.85–7.69 (m, 14H, fluorene ring), 7.38–7.33 (m, 6H, fluorene ring), 3.14 (t, 4H, -CH2N-), 2.98 (s, 18H,-NCH3), 2.22–2.08 (m, 12H, C(CH2-)2), 1.55 (m, 4H, -CH2-CH2N-), 1.18–0.63 (m, 72H, -CH2C7H15 and -CH2C3H6C2H4N-); Anal. calcd for

In situ metalation of free base phthalocyanine covalently bonded to silicon surfaces

• Fabio Lupo,
• Cristina Tudisco,
• Federico Bertani,
• Enrico Dalcanale and
• Guglielmo G. Condorelli

Beilstein J. Nanotechnol. 2014, 5, 2222–2229, doi:10.3762/bjnano.5.231

• (DBU) as a basic catalyst. The target compound was isolated in 58% yield as a dark-green powder after purification. 1-Pc was successfully characterized by 1H NMR and MALDI–TOF mass spectrometry (see Experimental section). XPS characterization of Si-bonded phthalocyanine Covalent anchoring of 1-Pc on

• stirred at 135 °C for 14 h under N2. After cooling, methanol was added to the residue until a precipitate formed. The green finely dispersed mixture was filtered off and purified by flash chromatography (DCM as eluent) to give 1-Pc as a green solid (174.0 mg, 58% yield). 1H NMR (400 MHz, CDCl3) δ 6.91

UHV deposition and characterization of a mononuclear iron(III) β-diketonate complex on Au(111)

• Irene Cimatti,
• Silviya Ninova,
• Valeria Lanzilotto,
• Luigi Malavolti,
• Luca Rigamonti,
• Brunetto Cortigiani,
• Matteo Mannini,
• Elena Magnano,
• Federica Bondino,
• Federico Totti,
• Andrea Cornia and
• Roberta Sessoli

Beilstein J. Nanotechnol. 2014, 5, 2139–2148, doi:10.3762/bjnano.5.223

• ). A red, microcrystalline solid was formed and was collected and washed with acetonitrile (2 mL) and dried in vacuum (113.7 mg, 64.79%). Stoichiometric calculations for C33H57FeO6 (605.66) were: C, 65.44; H, 9.49, while experimental values revealed C, 65.01; H, 9.66. NMR studies revealed: 1H NMR (200

Carbon nano-onions (multi-layer fullerenes): chemistry and applications

• Juergen Bartelmess and
• Silvia Giordani

Beilstein J. Nanotechnol. 2014, 5, 1980–1998, doi:10.3762/bjnano.5.207

• product was well soluble in common organic solvents such as ethanol, chloroform and dichloromethane. Evidence for a successful CNO functionalization was derived from 1H NMR spectroscopy, MALDI mass spectrometry and elemental analysis. TEM suggested that the individual CNOs had diameters between 60 and 300

• well as Raman spectroscopy were used to verify the successful alkylation of the CNOs. It was reported that the CNO-C16 exhibits an outstanding solubility in a multitude of organic solvents, even in high concentrations of up to 0.1 mg·mL−1. This high solubility enabled the use of 1H NMR spectroscopy

Synthesis of hydrophobic photoluminescent carbon nanodots by using L-tyrosine and citric acid through a thermal oxidation route

• Venkatesh Gude

Beilstein J. Nanotechnol. 2014, 5, 1513–1522, doi:10.3762/bjnano.5.164

• air. These CNDs (less than 4 nm in size) exhibited a characteristic excitation wavelength dependent emission and upconversion emission properties and are insoluble in water, but soluble in organic solvents. FTIR and 1H NMR analyses showed a selective participation of L-tyrosine molecule during the

• combination of a C–N stretching band and a N–H bending band, the weak signals at 1240, 1174 and 1106 cm−1 are related to different modes of -C–O–C- and -C–O- groups present in the CNDs [15][20]. The 1H NMR spectrum of TCND-1 recorded in DMSO-d6 as solvent is shown in Figure 4. The signals appearing at 2.50

• and the weak signals appearing in the region of 168.87–170.08 ppm evidence the presence of carbonyl carbon atoms. From TEM, FTIR, 1H NMR analysis one can understand that the surface of the CNDs is covered by phenol moieties, which indicates a selective participation of L-tyrosine during the

Characterization and photocatalytic study of tantalum oxide nanoparticles prepared by the hydrolysis of tantalum oxo-ethoxide Ta₈(μ₃-O)₂(μ-O)₈(μ-OEt)₆(OEt)₁₄

• Subia Ambreen,
• N D Pandey,
• Peter Mayer and
• Ashutosh Pandey

Beilstein J. Nanotechnol. 2014, 5, 1082–1090, doi:10.3762/bjnano.5.121

• crystallization to give compound 1 as white shiny crystals in two days. The formation of tantalum oxo-alkoxide can be described as a result of following reactions (Equation 3 and Equation 4). 1H NMR of compound 1 shows many sets for ethoxy groups suggesting the presence of different types of ethoxy groups such as

• , fused calcium chloride and aluminum isopropoxide, then it was passed into the distilled water through a tube with a diameter of 7 mm. 1H NMR spectra were recorded in C6D6 on a Bruker Biospin ARX spectrometer with TMS as internal reference. TGA/DTA/DSC was recorded by using a Diamond TG/DTAN instrument

• rate of 30 bubbles/minute) was bubbled into the solution at ambient temperature. After 1 h, a white solid precipitated. The solid was separated, re-dissolved in toluene and kept at −30 °C for crystallization to yield compound 1 in 45% yield (35 mg). 1H NMR (25 °C) δ 1.33 (t, CH3), 1.41 (t, CH3), 1.49

Controlling mechanical properties of bio-inspired hydrogels by modulating nano-scale, inter-polymeric junctions

• Seonki Hong,
• Hyukjin Lee and
• Haeshin Lee

Beilstein J. Nanotechnol. 2014, 5, 887–894, doi:10.3762/bjnano.5.101

• heated solution was diluted to 700 µL of DDW and then the primary amine and secondary amine was confirmed by UV–vis spectrometer at 470 nm and 440 nm. 1H NMR (300 MHz, CDCl3, δ): 6.71–6.69 (m, 2H, C6HH2(OH)2-), 6.52–6.49 (dd, 1H, C6H2H(OH)2-), 3.79–3.33 (m, PEO), 2.81–2.76 (t, 2H, C6H3(OH)2-CH2-), 2.49

• determined by 1H NMR and GPC (Supporting Information File 1, Figure S2 and S4). Synthesis of catechol-conjugated PEG (2) 6Arm-PEG-amine (200 mg, 0.013 mmol) was solved in 2 mL of NMP at 60 °C for 10 min. DHBA (33 mg, 0.24 mmol) in 1 mL of NMP was added to the PEG solution and stirred at room temperature for

• spectroscopy at 280 nm, demonstrating that all terminal amine groups were conjugated with DHBA. (The dialysis condition and catechol content assay were the same as in the synthesis of 6Arm-PEG-catechol and mPEG-catechol.) 1H NMR (300 MHz, CDCl3, δ) 7.19 (s, 1H, C6H2H(OH)2-), 6.81–6.88 (m, 2H, C6HH2-(OH)2

Cyclodextrin-poly(ε-caprolactone) based nanoparticles able to complex phenolphthalein and adamantyl carboxylate

• Daniela Ailincai and
• Helmut Ritter

Beilstein J. Nanotechnol. 2014, 5, 651–657, doi:10.3762/bjnano.5.76

• . Measurements 1H NMR spectra were recorded on a Bruker Avance DRX 600 at 20 °C by using DMSO-d6 or CDCl3 (99.9%) as solvents. Chemical shifts referenced to the solvent value δ = 2.5 ppm for DMSO-d6 and δ = 7.26 ppm for CDCl3. SEC-MALS measurements were carried out on a combined system comprising the following

• through precipitation in a large excess of hexane, and dried under vacuum (91% mass yield). The reaction product was characterized in terms of molecular weight and dispersity by GPC and the obtained values were 4600 for the Mw and 1,164 for the dispersity index. The structure was proved by NMR. 1H NMR

• 24 h. The solvent was removed at the rotatory evaporator and the product was dried under vacuum. 1H NMR (600 MHz, C2D6SO) 3.32 (H-2,4), 3.6–3.84 (H-3,5,6), 4.44–4.6 (OH-6), 4.85 (H-1), 5.73 (OH-2, 3) from the β-CD rest and 1.15 (H), 1.3 (H-e), 1.6 (H-d), 2.3 (H-c), 3.6 (H-g'), 4 (H-g) from the

One pot synthesis of silver nanoparticles using a cyclodextrin containing polymer as reductant and stabilizer

• Arkadius Maciollek and
• Helmut Ritter

Beilstein J. Nanotechnol. 2014, 5, 380–385, doi:10.3762/bjnano.5.44

• were used after drying overnight with a vacuum oil pump over P4O10. N,N-Dimethylformamide (DMF) were purchased from Fluka, Germany. Dimethyl sulfoxide-d6 (99.9 atom % D) was obtained from Deutero GmbH, Germany. 1H NMR spectra were recorded on a Bruker Avance DRX 300 at 20 °C, shifts (δ) are given

• -mono-β-CD-methacrylate) was synthesized according to the known procedure [20]. Mn = 20,000 g/mol determined by SEC; D = 3.2; CD-monomer/NIPAM = 1:10 determined by 1H NMR. Synthesis of silver nanoparticles (2) For the synthesis of silver nanoparticles (2) AgNO3 and poly(N-isopropylacrylamide-co-mono-β

Surface assembly and nanofabrication of 1,1,1-tris(mercaptomethyl)heptadecane on Au(111) studied with time-lapse atomic force microscopy

• Tian Tian,
• Burapol Singhana,
• Lauren E. Englade-Franklin,
• Xianglin Zhai,
• T. Randall Lee and
• Jayne C. Garno

Beilstein J. Nanotechnol. 2014, 5, 26–35, doi:10.3762/bjnano.5.3

• short pad of silica gel. The filtrate was concentrated to dryness and purified by column chromatography on silica gel, eluting with 4% diethyl ether in hexanes to afford octadecanal 1 (16.25 g, 60.53 mmol, 81%). 1H NMR (500 MHz, CDCl3) δ 0.88 (t, J = 7.0 Hz, 3H, CH3), 1.20–1.36 (m, 28 H), 1.59–1.66 (m

• organic phases were washed with water (3 × 100 mL), dried over MgSO4, and concentrated to dryness. The crude products were purified by column chromatography on silica gel, eluting with 4% methanol in CH2Cl2 to give a white solid (4.05 g, 12.3 mmol, 32%). 1H NMR (500 MHz, CDCl3) δ 0.88 (t, J = 7.0 Hz, 3H

• (7:1) to afford 3 (4.86 g, 9.63 mmol, 82% yield). 1H NMR (500 MHz, CDCl3) δ 0.87 (t, J = 7.0 Hz, 3H), 1.18–1.35 (m, 30H), 2.34 (s, 9H, CH2SC(O)CH3), 2.98 (s, 6H, CH2SC(O)CH3). 1,1,1-Tri(mercaptomethyl)heptadecane (TMMH). A solution of 3 (2.80 g, 5.55 mmol) in dry THF (80 mL) was added dropwise to a

Optimization of solution-processed oligothiophene:fullerene based organic solar cells by using solvent additives

• Gisela L. Schulz,
• Marta Urdanpilleta,
• Roland Fitzner,
• Eduard Brier,
• Elena Mena-Osteritz,
• Egon Reinold and
• Peter Bäuerle

Beilstein J. Nanotechnol. 2013, 4, 680–689, doi:10.3762/bjnano.4.77

• (1H NMR: 500 MHz; 13C NMR: 125 MHz) or a Bruker Avance 400 (1H NMR: 400 MHz; 13C NMR: 100 MHz) at 298 K. Chemical shift values (δ) are given in ppm and were calibrated on residual non-deuterated solvent peaks (CDCl3: 1H NMR: 7.26 ppm, 13C NMR: 77.0 ppm; C2D2Cl4: 1H NMR: 6.00 ppm, 13C NMR: 74.0 ppm

• ; CD2Cl2: 1H NMR: 5.32 ppm, 13C NMR: 53.5 ppm; THF-d8: 1H NMR: 3.58 ppm, 13C NMR: 67.7 ppm) as internal standard. EI and CI mass spectroscopy was performed on a Finnigan MAT SSQ-7000 or a Varian Saturn 2000 GCMS. MALDI-TOF spectra were recorded on a Bruker Daltonics Reflex III using dithranol or DCTB

• refluxed for 24 h. After evaporation of the solvent, the crude product was purified by column chromatography on silica gel with petrol ether as eluent to yield pentamer 3 (1.70 g, 2.67 mmol, 70%) as an orange solid. Mp 72–73 °C; 1H NMR (CDCl3) δ 7.31–7.30 (m, 2H, ThH), 7.15–7.14 (m, 2H, ThH), 7.08–7.05 (m

New hybrid materials based on poly(ethyleneoxide)-grafted polysilazane by hydrosilylation and their anti-fouling activities

• Thi Dieu Hang Nguyen,
• François-Xavier Perrin and
• Dinh Lam Nguyen

Beilstein J. Nanotechnol. 2013, 4, 671–677, doi:10.3762/bjnano.4.75

• 13C NMR spectroscopy. Figure 2 shows the 1H NMR and 13C NMR spectra of the mixture of the reactants and of the grafting products. In Figure 1 and in Scheme 2, it is found that the structure of the grafted group ≡Si–CH2–CH2–CH2–O– of PSZ-PEO is very close to that of the group ≡Si–CH2–CH2–CH2–N– of the

• PSZ precursor. In the 1H NMR spectra, the resonance peaks of the protons Ha' and Hb' of PSZ-PEO therefore appear at chemical shifts very similar to those of the protons ≡Si–CH2–CH2– (0.62 ppm) and ≡Si–CH2–CH2– (1.5 ppm) of PSZ, respectively. Likewise, the chemical shift of the proton Hc' of PSZ-PEO is

• the 1H NMR spectra. The evolution of the 1H NMR spectra of the reactant mixture over the reaction time is shown in Figure 3. These results verify that the intensities of the 1H MNR peaks attributed to the allyl group (–CH = at 5.87ppm, CH2 = at 5.22ppm and –CH2− at 3.99ppm) [24] decrease continuously

Novel composite Zr/PBI-O-PhT membranes for HT-PEFC applications

• Mikhail S. Kondratenko,
• Igor I. Ponomarev,
• Marat O. Gallyamov,
• Dmitry Y. Razorenov,
• Yulia A. Volkova,
• Elena P. Kharitonova and
• Alexei R. Khokhlov

Beilstein J. Nanotechnol. 2013, 4, 481–492, doi:10.3762/bjnano.4.57

• extraction of residuals in a Soxhlet extractor, and dried in vacuum for 5 h at 100 °C. The chemical structure of the product was confirmed by 1H NMR and IR spectra, and elemental analysis. The intrinsic viscosity, [η], measured in N-methylpyrrolidone (NMP) at 25 °C was 2.02 dL/g. Film casting and

Nanoparticles of novel organotin(IV) complexes bearing phosphoric triamide ligands

• Zahra Shariatinia,
• Ebadullah Asadi,
• Vahid Tavasolinasab and
• Khodayar Gholivand

Beilstein J. Nanotechnol. 2013, 4, 94–102, doi:10.3762/bjnano.4.11

• Abstract Four novel organotin(IV) complexes containing phosphoric triamide ligands were synthesized and characterized by multinuclear (1H, 31P, 13C) NMR, infrared, ultraviolet and fluorescence spectroscopy as well as elemental analysis. The 1H NMR spectra of complexes 1–4 proved that the Sn atoms adopt

• compounds 4 and 6 show that the N-benzoyl substituents cause more electron donation to the phosphorus atoms than do the 4-phenylpiperazinyl moieties. It can be deduced from the 1H NMR spectra of complexes 1–4 that the Sn atoms adopt octahedral configurations (Figure 1 and Figure 2). The coordination number

• of the central Sn atom with different phosphoric triamide ligands can change. For example, Jurkschat et al. prepared [33][34][35] several organotin(IV) complexes of HMPA, P(O)(NMe2)3, in which the Sn atoms indicate distorted trigonal bipyramidal geometries. The 1H NMR spectra of compounds 1 and 4

Dimer/tetramer motifs determine amphiphilic hydrazine fibril structures on graphite

• Loji K. Thomas,
• Nadine Diek,
• Uwe Beginn and
• Michael Reichling

Beilstein J. Nanotechnol. 2012, 3, 658–666, doi:10.3762/bjnano.3.75

• the chemical syntheses. 1H NMR (500 MHz) and 13C NMR (125 MHz) were measured on a Bruker Avance DPX-250 spectrometer, tetramethylsilane (TMS) was applied as an internal standard in deuterated chloroform at 20 °C. Melting points were measured on a Netzsch DSC 204 Phoenix differential scanning

• under a nitrogen atmosphere. The reaction mixture was filtered hot and concentrated on a rotary evaporator. After recrystallization from 600 mL MeOH/EtOH (2/1), a white wax-like solid was obtained. Yield: 24.3 g (83%); mp 45 °C (lit.: 44–45 °C); 1H NMR (CDCl3) δ 0.916 (t, 3H, -CH3), 1.337 (m, 12H, -CH2

• , 2855, 1645, 1618, 1575, 1506, 1477, 1394, 1352, 1304, 1253, 1188, 1172, 1115, 1030, 987, 835, 652 cm−1; 1H NMR (CDCl3) δ 0.88 (t, 3H, -CH3), 1.3 (m, 12H, -CH2-), 1.4 (m, 2H, -CH2-CH2-CH2-O-), 1.75 (m, 6H, -CH2-CH2-O-), 2.25 (broad, 3H, -NH-NH2), 3.98 (t, 2H, -CH2-O-), 6.88 (d, 2H, aromatic), 7.75 (d

The oriented and patterned growth of fluorescent metal–organic frameworks onto functionalized surfaces

• Jinliang Zhuang,
• Jasmin Friedel and
• Andreas Terfort

Beilstein J. Nanotechnol. 2012, 3, 570–578, doi:10.3762/bjnano.3.66

• %) could not completely remove the impurities (mainly 9-anthracenecarboxylic acid). Therefore, the crude product was purified by gradient sublimation at 250 °C at a pressure of 10−5 mbar. 1H NMR (DMSO-d6, 300 MHz) δ 7.66–7.72 (m, 4H), 8.04–8.10 (m, 4H), 14.14 (br, 2H). Anal. calcd for C, 72.10; H, 3.75

Magnetic-Fe/Fe₃O₄-nanoparticle-bound SN38 as carboxylesterase-cleavable prodrug for the delivery to tumors within monocytes/macrophages

• Hongwang Wang,
• Tej B. Shrestha,
• Matthew T. Basel,
• Raj K. Dani,
• Gwi-Moon Seo,
• Sivasai Balivada,
• Marla M. Pyle,
• Heidy Prock,
• Olga B. Koper,
• Prem S. Thapa,
• David Moore,
• Ping Li,
• Viktor Chikan,
• Deryl L. Troyer and
• Stefan H. Bossmann

Beilstein J. Nanotechnol. 2012, 3, 444–455, doi:10.3762/bjnano.3.51

• of the hydroxyl groups by Pd/C-catalyzed hydrogenation, and was used as ligand II to incorporate SN38 to the MNPs. Compound 13 was fully characterized with 1H NMR, 13C NMR, and mass spectrometry. Loading SN38 to Fe/Fe3O4 magnetic nanoparticles (MNPs) Loading of SN38 to core/shell Fe/Fe3O4 magnetic

• hydrodynamic light scattering and laser Doppler electrophoresis. The 1H NMR and 13C NMR were obtained on a Varian Unity Plus (400 MHz) NMR spectrometer with deuterated chloroform or DMSO as solvents and TMS as the internal standard. ESI–MS spectra were acquired on an API4000 (Applied Biosystems, Foster City

• -binding SN38 prodrug was achieved in a 10-stage synthesis with overall 32% yield. The final product was fully characterized by 1H NMR, 13C NMR, and mass spectrometry. Characterization of the nanoparticles Figure 1a shows a low-resolution transmission electron microscope (TEM) image of the nanoparticles

An NC-AFM and KPFM study of the adsorption of a triphenylene derivative on KBr(001)

• Antoine Hinaut,
• Adeline Pujol,
• Florian Chaumeton,
• David Martrou,
• André Gourdon and
• Sébastien Gauthier

Beilstein J. Nanotechnol. 2012, 3, 221–229, doi:10.3762/bjnano.3.25

• by column chromatography (SiO2, DCM–AcOEt, 8:2) and drying under vacuum at 40 °C for 7h gave HCPTP (319 mg, yield: 71%). Rf = 0.5 (TLC, DCM–AcOEt, 7:3); 1H NMR (CD2Cl2, 300 MHz) δ 7.90 (s, 6H, arom), 4.36 (t, J = 5.7 Hz, 12H, CH2O), 2.71 (t, J = 7 Hz, 12H, CH2CN), 2.27 (m, 12H, NCCH2CH2) ppm; 13C NMR

Variations in the structure and reactivity of thioester functionalized self-assembled monolayers and their use for controlled surface modification

• Inbal Aped,
• Yacov Mazuz and
• Chaim N. Sukenik

Beilstein J. Nanotechnol. 2012, 3, 213–220, doi:10.3762/bjnano.3.24

• obtained from Virginia Semiconductor (n-type; undoped, <100>, >1000 Ω·cm). Quartz substrates were obtained from Quarzschmelze Ilmenau. Analytical Methods Unless otherwise indicated, NMR spectra were obtained on a Bruker DPX 300 spectrometer (1H NMR at 300 MHz; 13C NMR at 75 MHz). Some were performed on a

• Bruker DPX 200 spectrometer (1H NMR at 200 MHz; 13C NMR at 50 MHz). The spectra are reported in ppm units (δ) and are referenced to TMS at 0 ppm for 1H NMR and to CDCl3 at 77.160 ppm for 13C NMR. UV spectra (200–800 nm) were measured on a Cary Model 100 spectrometer (in double-beam transmission mode

• (50 mL) and brine (50 mL). The hexane was dried over MgSO4 and filtered, and the solvent was removed on a rotovap. The crude ω-undecenyl thiol was purified by flash chromatography (hexane): Yield 6.02 g (82%); 1H NMR δ 1.20–1.47 (m, 13H), 1.61 (m, 2H), 2.04 (m, 2H), 2.52 (q, J = 7.5 Hz, 2H), 4.93 (m

Direct monitoring of opto-mechanical switching of self-assembled monolayer films containing the azobenzene group

• Einat Tirosh,
• Enrico Benassi,
• Silvio Pipolo,
• Marcel Mayor,
• Michal Valášek,
• Veronica Frydman,
• Stefano Corni and
• Sidney R. Cohen

Beilstein J. Nanotechnol. 2011, 2, 834–844, doi:10.3762/bjnano.2.93

• and the mixture was sealed and stirred at room temperature for 4 h. The solvents were then evaporated under reduced pressure affording the thiol 2, thio-2-DA, which was used without further purification; 1H NMR (CDCl3) δ 3.5 (s, –SH), 7.4 (d, 3H), 7.5 (t, 2H), 7.6 (d, 2H), 7.7–7.8 (m, 6H), 8.0 (m, 4H

Novel acridone-modified MCM-41 type silica: Synthesis, characterization and fluorescence tuning

• Maximilian Hemgesberg,
• Gunder Dörr,
• Yvonne Schmitt,
• Andreas Seifert,
• Zhou Zhou,
• Robin Klupp Taylor,
• Sarah Bay,
• Stefan Ernst,
• Markus Gerhards,
• Thomas J. J. Müller and
• Werner R. Thiel

Beilstein J. Nanotechnol. 2011, 2, 284–292, doi:10.3762/bjnano.2.33

• orange oil (16.9 mmol, 6.77 g, 56%) showing a strong blue–green fluorescence under UV light. 1H NMR (400 MHz, CDCl3) δ 8.61 (d, 3JHH = 7.9 Hz, 2H), 7.76 (t, 3JHH = 7.8 Hz, 2H), 7.59 (d, 3JHH = 8.7 Hz, 2H), 7.32 (t, 3JHH = 7.5 Hz, 2H), 4.51–4.34 (m, 2H), 3.67 (s, 9H), 2.22–2.01 (m, 2H), 0.89 (t, 3JHH