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Search for "hexahydroxytriphenylene" in Full Text gives 3 result(s) in Beilstein Journal of Organic Chemistry.
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
Graphical Abstract
Figure 1: A) Bar chart of the publications per year for the topics “Photocatalysis” (49,662 instances) and “P...
Figure 2: A) Professor Giacomo Ciamician and Dr. Paolo Silber on their roof laboratory at the University of B...
Scheme 1: PRC trifluoromethylation of N-methylpyrrole (1) using hazardous gaseous CF3I safely in a flow react...
Figure 3: A) Unit cells of the three most common crystal structures of TiO2: rutile, brookite, and anatase. R...
Figure 4: Illustration of the key semiconductor photocatalysis events: 1) A photon with a frequency exceeding...
Figure 5: Photocatalytic splitting of water by oxygen vacancies on a TiO2(110) surface. Reprinted with permis...
Figure 6: Proposed adsorption modes of A) benzene, B) chlorobenzene, C) toluene, D) phenol, E) anisole, and F...
Figure 7: Structures of the sulfonate-containing organic dyes RB5 (3) and MX-5B (4) and the adsorption isothe...
Figure 8: Idealised triclinic unit cell of a g-C3N4 type polymer, displaying possible hopping transport scena...
Figure 9: Idealised structure of a perfect g-C3N4 sheet. The central unit highlighted in red represents one t...
Figure 10: Timeline of the key processes of charge transport following the photoexcitation of g-C3N4, leading ...
Scheme 2: Photocatalytic bifunctionalisation of heteroarenes using mpg-C3N4, with the selected examples 5 and ...
Figure 11: A) Structure of four linear conjugated polymer photocatalysts for hydrogen evolution, displaying th...
Figure 12: Graphical representation of the common methods used to immobilise molecular photocatalysts (PC) ont...
Figure 13: Wireless light emitter-supported TiO2 (TiO2@WLE) HPCat spheres powered by resonant inductive coupli...
Figure 14: Graphical representation of zinc–perylene diimide (Zn-PDI) supramolecular assembly photocatalysis v...
Scheme 3: Upconversion of NIR photons to the UV frequency by NaYF4:Yb,Tm nanocrystals sequentially coated wit...
Figure 15: Types of reactors employed in heterogeneous photocatalysis in flow. A) Fixed bed reactors and the s...
Figure 16: Electrochemical potential of common semiconductor, transition metal, and organic dye-based photocat...
Scheme 4: Possible mechanisms of an immobilised molecular photoredox catalyst by oxidative or reductive quenc...
Scheme 5: Scheme of the CMB-C3N4 photocatalytic decarboxylative fluorination of aryloxyacetic acids, with the...
Scheme 6: Scheme of the g-C3N4 photocatalytic desilylative coupling reaction in flow and proposed mechanism [208].
Scheme 7: Proposed mechanism of the radical cyclisation of unsaturated alkyl 2-bromo-1,3-dicarbonyl compounds...
Scheme 8: N-alkylation of benzylamine and schematic of the TiO2-coated microfluidic device [213].
Scheme 9: Proposed mechanism of the Pt@TiO2 photocatalytic deaminitive cyclisation of ʟ-lysine (23) to ʟ-pipe...
Scheme 10: A) Proposed mechanism for the photocatalytic oxidation of phenylboronic acid (24). B) Photos and SE...
Scheme 11: Proposed mechanism for the DA-CMP3 photocatalytic aza-Henry reaction performed in a continuous flow...
Scheme 12: Proposed mechanism for the formation of the cyclic product 32 by TiO2-NC HPCats in a slurry flow re...
Scheme 13: Reaction scheme for the photocatalytic synthesis of homo and hetero disulfides in flow and scope of...
Scheme 14: Reaction scheme for the MoOx/TiO2 HPCat oxidation of cyclohexane (34) to benzene. The graph shows t...
Scheme 15: Proposed mechanism of the TiO2 HPC heteroarene C–H functionalisation via aryl radicals generated fr...
Scheme 16: Scheme of the oxidative coupling of benzylamines with the HOTT-HATN HPCat and selected examples of ...
Scheme 17: Photocatalysis oxidation of benzyl alcohol (40) to benzaldehyde (41) in a microflow reactor coated ...
Figure 17: Mechanisms of Dexter and Forster energy transfer.
Scheme 18: Continuous flow process for the isomerisation of alkenes with an ionic liquid-immobilised photocata...
Scheme 19: Singlet oxygen synthetic step in the total synthesis of canataxpropellane [265].
Scheme 20: Scheme and proposed mechanism of the singlet oxygen photosensitisation by CMP_X HPCats, with the st...
Scheme 21: Structures of CMP HPCat materials applied by Vilela and co-workers for the singlet oxygen photosens...
Scheme 22: Polyvinylchloride resin-supported TDCPP photosensitisers applied for singlet oxygen photosensitisat...
Scheme 23: Structure of the ionically immobilised TPP photosensitiser on amberlyst-15 ion exchange resins (TPP...
Scheme 24: Photosensitised singlet oxygen oxidation of citronellol (46) in scCO2, with automatic phase separat...
Scheme 25: Schematic of PS-Est-BDP-Cl2 being applied for singlet oxygen photosensitisation in flow. A) Pseudo-...
Scheme 26: Reaction scheme of the singlet oxygen oxidation of furoic acid (54) using a 3D-printed microfluidic...
Figure 18: A) Photocatalytic bactericidal mechanism by ROS oxidative cleavage of membrane lipids (R = H, amino...
Figure 19: A) Suggested mechanisms for the aqueous pollutant degradation by TiO2 in a slurry flow reactor [284-287]. B)...
Figure 20: Schematic of the flow system used for the degradation of aqueous oxytetracycline (56) solutions [215]. M...
Scheme 27: Degradation of a salicylic acid (57) solution by a coupled solar photoelectro-Fenton (SPEF) process...
Figure 21: A) Schematic flow diagram using the TiO2-coated NETmix microfluidic device for an efficient mass tr...
Novel supramolecular affinity materials based on (−)-isosteviol as molecular templates
- Christina Lohoelter,
- Malte Brutschy,
- Daniel Lubczyk and
- Siegfried R. Waldvogel
Beilstein J. Org. Chem. 2013, 9, 2821–2833, doi:10.3762/bjoc.9.317
- -symmetric platforms hexahydroxytriphenylene and hexaaminotriptycene providing large and rigid molecular architectures. Because of the persistent cavities these scaffolds are very potent supramolecular affinity materials for head space analysis by quartz crystal microbalances. The scaffolds serve in
Graphical Abstract
Figure 1: Unique structural features of (−)-isosteviol.
Figure 2: Triphenylene ketal based on (−)-isosteviol.
Figure 3: Structural features of triptycene derivatives.
Scheme 1: Functionalization of triphenylene ketal 2a.
Figure 4: Hexaammoniumtriptycene hexachloride 4 and 15-oxo-derivatives 5a–c of (–)-isosteviol.
Scheme 2: Quinoxalines based on diketone 5b.
Scheme 3: Condensation of 5b with hexaammoniumtriptycene hexachloride.
Figure 5: Molecular modelling structures (Spartan ’08 V1.0.0) of (a) all-syn-8 and (b) anti,anti,syn-8.
Scheme 4: Synthesis of nitrobenzylic ester derivatives 10 and 11, starting from (−)-isosteviol 1.
Scheme 5: Condensation of the nitrobenzyl esters 10 and 11 with hexaammoniumtriptycene hexachloride 4.
Scheme 6: Hydrogenolysis to tricarboxylic acid all-syn-16.
Scheme 7: Alkylation of all-syn-16 renders terminal alkene all-syn-17.
Figure 6: (a) Top view on the molecular structure of all-syn-17 with the terminal alkene fragments labelled i...
Scheme 8: Alkylation of (−)-isosteviol diketone 9 with 5-bromo-1-pentene.
Scheme 9: Direct synthesis of alkylated triptycene 17 by condensation of 18 with hexaammoniumtriptycene hexac...
Scheme 10: Olefin metathesis of all-syn-17.
Figure 7: Extracts of the 13C NMR spectra of starting material and product.
Figure 8: Molecular modelling structure (MacroModel 9.3.5) of collapsed 19, (a) top view; (b) side view.
Figure 9: Screening of aromatic analytes with affinity materials 3, 7, 8, 17 and 19.
Figure 10: Primary data of anti,anti,syn-8 and a [3 + 2] cage compound (increasing pseudocumene concentrations...
Figure 11: Screening of protic analytes with affinity materials 3, 8, 14 and 15.
Efficient electroorganic synthesis of 2,3,6,7,10,11-hexahydroxytriphenylene derivatives
- Carolin Regenbrecht and
- Siegfried R. Waldvogel
Beilstein J. Org. Chem. 2012, 8, 1721–1724, doi:10.3762/bjoc.8.196
- Carolin Regenbrecht Siegfried R. Waldvogel Institute for Organic Chemistry, Mainz University, Duesbergweg 10–14, 55128 Mainz, Germany 10.3762/bjoc.8.196 Abstract 2,3,6,7,10,11-Hexahydroxytriphenylene of good quality and purity can be obtained via anodic treatment of catechol ketals and subsequent
- . The shift of potentials is supported by cyclic voltammetry studies. Keywords: catechol; electrochemical oxidation; hexahydroxytriphenylene; ketals; propylene carbonate; Introduction The unique spectroscopic and geometric features of triphenylenes give rise to a variety of applications for this very
- -oxidation followed by decomposition of the generated radical cations [11][16]. Since we have a specific interest in a large-scale access to derivatives of 2,3,6,7,10,11-hexahydroxytriphenylene, we were prompted to develop a sustainable protocol providing the target compound by electroorganic methods
Graphical Abstract
Scheme 1: Experimental conditions for the anodic oxidation of catechol ketals.
Figure 1: Cyclic voltammograms of catechol ketal 1a in ACN and PC and triphenylene ketal 2a in ACN, for magni...
Scheme 2: Acid-catalyzed cleavage of ketal moieties.
