13 article(s) from Herges, Rainer
- Full Research Paper
- Published 25 Jun 2021
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Figure 1: Bridged diazocines synthesized and investigated in this work.
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Scheme 1: Synthesis of 3-bromo- and 3-iodo-acetylated CH2NR diazocines 10 (R = Ac) and formylated diazocines ...
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Figure 2: UV–vis spectra of 3-bromo and 3-iodo, and unsubstituted CH2NAc-bridged (10a–c) and CH2NCHO-bridged (...
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Figure 3: UV–vis spectra of 3-bromo-NAc-diazocine 10a and N-formyl-diazocine 11c in water. Spectra of Z-isome...
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- Full Research Paper
- Published 21 Oct 2020
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Figure 1: “Record player” approach for molecular spin switching. a) General principle b) Variation of the sub...
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Scheme 1: Synthesis of the nitroso compounds 3 and 6 using the two different methods described by Wegner et a...
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Scheme 2: Synthesis of azopyridines 11, 14, 16 and 18 by nucleophilic aromatic substitution.
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Scheme 3: Synthesis of 3-(3-bromophenylazo)-4-cyanopyridine (20), which was hydrolyzed to yield 3-(3-bromophe...
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Scheme 4: Modular approach for the C–C connection of the Ni(II)-porphyrin 22 and the different 4-substituted ...
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Scheme 5: Cleavage of 1f to yield disulfide 1g [34].
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Figure 2: Hammett plot of the investigated pyridine substituents [36].
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Figure 3: UV–vis spectra of 1e (top), 1h (left) and 1j (right) in acetone water (1:9) (solid line) and after ...
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Azo-dimethylaminopyridine-functionalized Ni(II)-porphyrin as a photoswitchable nucleophilic catalyst
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- Published 31 Aug 2020
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Figure 1: Basicity and nucleophilicity switching of the 4-(N,N-dimethylamino)pyridine “record player” molecul...
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Scheme 1: Synthesis of 4-N,N-dimethylamino record player molecule 1 by Suzuki reaction between Ni-porphyrin p...
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Figure 2: Composition of the different states of porphyrin 1 (1 mM) in the PSS at 530 nm and 435 nm, determin...
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Figure 3: a) UV–vis cuvette with a solution of porphyrin 1 (13.1 µM in THF) and the corresponding UV–vis spec...
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Scheme 2: General scheme of the nitroaldol (Henry) reaction that was used to investigate photoswitchable cata...
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Scheme 3: DMAP (2), azopyridine trans-4, record player trans- and cis-1 and Ni-porphyrin 8 were used in kinet...
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Figure 4: Conversion of 4-nitrobenzaldehyde (6) in the Henry reaction with nitroethane (5) as a function of t...
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- Full Research Paper
- Published 30 Jul 2019
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Figure 1: Structures of the norbornadiene platform 1a and the quadricyclane platform 1b (for geometry coordin...
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Scheme 1: Syntheses of the norbornadiene TATA platform 1 and TOTA platform 3. a) TMS-acetylene, Pd(PPh3)4, Cu...
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Scheme 2: Synthesis of methylphenylnorbornadiene platform 2. a) Pd(PPh3)4, Na2CO3, toluene, EtOH, H2O, N2, re...
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Figure 2: UV–vis spectra of platform molecules 1 (a), 2 (b) and 3 (c) (in THF at rt): Norbornadiene (black), ...
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Figure 3: 1H NMR spectra of 1 in deuterated oxygen containing deuterated benzene (left) and degassed deuterat...
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Figure 4: Determination of the thermal isomerization rate k of 1b (QC) by 1H NMR spectroscopy (toluene, 293.5...
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Figure 5: (a) STM image of self-assembled monolayers of compound 1 on Au(111) (40 × 40 nm2, It = 0.05 nA, Ubi...
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- Full Research Paper
- Published 05 Jul 2019
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Figure 1: Structures of diazocine platform molecules (diazocine-TATAs) 1 and 2 in cis (1a, 2a) and trans-conf...
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Scheme 1: Synthesis route of para-diazocine platform molecule 1. a) Pd(dppf)Cl2, Cu(I)I, Et3N, 1 h, 60 °C; b)...
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Scheme 2: Synthesis route of meta-diazocine platform 2. a) 1: KOt-Bu, THF, 3 min, 0 °C, N2; 2: Br2, 5 min, 0 ...
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Figure 2: UV–vis spectra of 1 (left) and 2 (right) in THF at room temperature. Black: as synthesized, red: af...
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Figure 3: STM images (30 × 30 nm², Ubias = 0.3 V, It = 40 pA) of self-assembled monolayers of (a) compound 1 ...
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- Full Research Paper
- Published 18 Jun 2019
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Figure 1: Interactions of a pair of dipolar rotors in different orientations. The axes of the rotors are para...
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Figure 2: Structures of molecular dipolar rotors/linker molecules 1–5.
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Scheme 1: General synthetic strategy to prepare the dipolar rotors 1–5.
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Scheme 2: Synthesis of 3,3'-(2,3-difluoro-1,4-phenylene)dipropiolic acid (1) starting with diiodination of 1,...
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Scheme 3: Synthesis of 3,3'-(5,6-Difluoro-2,1,3-benzothiadiazol-4,7-diyl)dipropiolic acid (2) and 3,3'-(5,6-D...
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Scheme 4: Synthesis of 3,3'-(5,6-dicyano-1,3-benzodioxole-4,7-diyl)dipropiolic acid (4) and 3,3'-(6,7-dicyano...
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- Full Research Paper
- Published 20 Mar 2019
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Figure 1: (a) Isomerization of parent diazocine 1. Distances of carbon atoms para to the ethylene bridge were...
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Figure 2: Synthesized target diazocines 4–7 for applications in responsive materials.
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Scheme 1: Key reactions in diazocine synthesis.
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Scheme 2: Syntheses of the functionalized diazocines 4–7. Reaction conditions: i) Isobutylene, sulfuric acid,...
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Figure 3: UV–vis spectra of 3,3’-diaminodiazocine 2 (left), 3,3’-di(aminomethyl)diazocine 6a (center), and 3,...
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- Full Research Paper
- Published 07 Nov 2018
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Figure 1: Cis–trans isomerization of mono-functionalized S-diazocines 1–5.
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Scheme 1: Reaction conditions: i) MeCN, AIBN, NBS; ii) NaBH4, THF; #commercially available iii) BH3·THF compl...
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Figure 2: UV spectra of the S-diazocine 4 in cis (black) and in trans (red) configuration after irradiation w...
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Figure 3: Left: crystal structure of the iodo-functionalized S-diazocine 3. Right: crystal structure of the u...
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- Letter
- Published 12 Dec 2017
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Scheme 1: Diels–Alder reaction of isobenzofuran and formation of a benzene ring in the cycloadduct.
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Scheme 2: Different approaches for the synthesis of IBF (1).
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Scheme 3: Reaction of in situ prepared IBF (1) with DMAD (9).
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- Full Research Paper
- Published 15 Aug 2013
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Figure 1: Formal, topological approach to derive coarctate reactions from pericyclic reactions; p, q: number ...
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Figure 2: Stereochemistry of coarctate reactions derived from a Hückel (top) and a Möbius band (bottom). The ...
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Scheme 1: Coarctate fragmentation of the spiroozonide derived from methylenecyclopropane.
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Scheme 2: Photochemically and thermally allowed coarctate fragmentations of spiroketals.
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Scheme 3: Precursors used in this study.
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Figure 3: Difference infrared spectrum, showing the changes in the IR spectrum after photolysis (λexc = 254 n...
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Figure 4: Infrared spectrum obtained upon FVP of 1 at T = 1143 K and trapping the pyrolysate in solid argon a...
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Figure 5: Infrared spectrum obtained upon FVP of 2 at T = 963 K and trapping the pyrolysate in solid argon at ...
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Figure 6: Infrared spectrum obtained upon FVP of 3 at T = 1043 K and trapping the pyrolysate in solid argon a...
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Scheme 4: Possible fragmentation pathways in the FVP of 1.
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Scheme 5: Possible fragmentation pathways in the FVP of 2.
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Scheme 6: Possible fragmentation pathways in the FVP of 3.
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- Full Research Paper
- Published 02 Jan 2013
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Figure 1: Configurations and conformations of 5,6-dihydrodibenzo[c,g][1,2]diazocine (1), and DFT (B3LYP/6-31G...
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Scheme 1: Synthesis of 3,3’-diamino-EBAB 4 and its acetamide derivative 5.
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Figure 2: Crystal structures of the cis isomers of 3,3’-diamino-EBAB 4 and its acetamide derivative 5. The at...
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Figure 3: UV–vis spectra of the diazocine derivatives 3,3’-diamino-EBAB 4 and its bisamide derivative 5 in ac...
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Figure 4: Absorbances of solutions of 4 and 5 in acetonitrile at 405 nm (red) and 485 nm (blue) in the corres...
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Figure 5: DFT-calculated structure (B3LYP/6-31+G**) of a complex of 5 with ethylenediamine as a conceivable m...
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- Full Research Paper
- Published 12 Jan 2012
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Figure 1: Simplified free energy scheme for driving an endergonic condensation (elimination/addition of water...
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Figure 2: Binding motive of a vanadate zinc benzylcyclene complex (left) as suggested by the results of DFT c...
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Figure 3: 51V NMR titration at pH 9.5 ([V]t = 1.5 mM, [1]t = 0 to 7.5 mM (0 to 5 equiv), 100 mM CHES). [V]t a...
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Figure 4: Speciation of vanadium in a solution containing 1.5 mM Na3VO4, 100 mM CHES (pH = 9.5) and a Zn-benz...
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Figure 5: 51V EXSY NMR spectrum (tmix = 1 ms) of a solution containing 1.5 mM Na3VO4, 3 mM Zn-benzylcyclene a...
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- Full Research Paper
- Published 29 Mar 2010
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Scheme 1: Synthesis of 1 and 3. (a) Pyridazine, toluene, reflux, 20 h; (b) NaI, DMF, 65 °C, 15 h.
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Scheme 2: Synthesis of 2 and 4. (a) NaI, DMF, 65 °C, 24 h; (b) AgSbF6, THF.
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Figure 1: ORTEP drawing of the crystal structures: a) 2 and b) 3. For additional perspective representations ...
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Figure 2: a) ORTEP drawing of the crystal structure of 4. Ag+ and Ag+, describe the two disordered positions ...
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Scheme 3: Synthesis of 5 and 6. (a) Toluene, 90 °C, 15 h.
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Figure 3: ORTEP drawing of the crystal structures: a) 5b and b) 6. For additional perspective representations...
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