Search for "COF" in Full Text gives 9 result(s) in Beilstein Journal of Organic Chemistry.
Beilstein J. Org. Chem. 2025, 21, 964–998, doi:10.3762/bjoc.21.80
Graphical Abstract
Figure 1: a) Tris(trichlorophenyl)methyl (TTM) radical and related trityl radicals, b) HDMO, SOMO, LUMO orbit...
Figure 2: Mixed halide tri- and perhalogenated triphenylmethyl radicals: a) Molecular structures of homo- and...
Figure 3: Pyridine-functionalized triarylmethyl radicals. a) Chemical structures of X2PyBTM, Py2MTM, and Au-F2...
Figure 4: Pyridine-functionalized triarylmethyl radicals. a) Molecular structure of Mes2F2PyBTM, and b) its f...
Figure 5: Carbazole functionalized triarylmethyl radical. a) Chemical structure of Cz-BTM and b) its energy d...
Figure 6: Donor-functionalized triphenylmethyl radicals. Molecular structures of TTM-Cz, DTM-Cz, TTM-3PCz, PT...
Figure 7: Tuning of the donor strength. Functionalization with electron-donating and electron-withdrawing gro...
Figure 8: Tuning of the donor strength, by varying the Cz-derived donor (1–36) on a TTM radical fragment. a) ...
Figure 9: Three-state model and Marcus theory: q is the charge transfer coordinate and G the free energy. Gro...
Figure 10: Dendronized carbazole donors on TTM radicals. a) Molecular structures of G3TTM and G4TTM. b) Photol...
Figure 11: Electronic extension of the Cz donor. a) Molecular structures and optoelectronic properties of TTM-...
Figure 12: Kekulé diradicals: a) hexadeca- and perchlorinated Thiele (TTH, PTH), Chichibabin (TTM-TTM, PTM-PTM...
Figure 13: Non-Kekulé diradicals: perchlorinated Schlenk–Brauns radical (m-PTH), meta-coupled TTM radicals in ...
Figure 14: UV–vis absorption and photoluminescence spectra of a) TTH in solvents of different polarity, b) dir...
Figure 15: Molecular structures of m-4BTH (meta-butylated Thiele hydrocarbon), m-4TTH (meta-trichlorinated Thi...
Figure 16: a) Polystyrene-based TTM-Cz polymer. b) Molecular structure of radical particles with backbone thro...
Figure 17: Molecular structures of polyradicals. a) Molecular structures of p-TBr6Cl3M-F8, p-TBr6Cl3M-acF8 and ...
Figure 18: Structures of coordination and metal-organic frameworks. a) Carboxylic acid functionalized monomers...
Figure 19: Structures of coordination and metal-organic frameworks. a) Molecular structures of monomers TTMDI, ...
Figure 20: Molecular structures of covalent organic frameworks m-TPM-Ph-COF, m-PTM-Ph-COF, p-TPH-COF, p-PTH-COF...
Figure 21: Molecular structures of covalent organic frameworks PTMAc-COF, oxTAMAc-COF, TOTAc-COF, PTMTAz-COF, p...
Beilstein J. Org. Chem. 2025, 21, 421–443, doi:10.3762/bjoc.21.30
Graphical Abstract
Figure 1: Catalytic rate enhancements from a reduction in the Gibbs free energy transition barrier can be fra...
Figure 2: Typical catalysis modes using macrocycle cavities performing (non-specific) hydrophobic substrate b...
Figure 3: (A) Cram’s serine protease model system [87,88]. The macrocycle showed strong substrate binding (organizat...
Figure 4: (A) Self-assembling capsules can perform hydrophobic catalysis [116,117]. (B) Resorcin[4]arene building bloc...
Figure 5: (A) Metal-organic cages and key modes in catalysis. (B) Charged metals or ligands can result in +/−...
Figure 6: (A) Frameworks (MOFs, COFs) can be catalysts. (B) Example of a 2D-COF, assembled by dynamic covalen...
Figure 7: (A) Examples of dynamic covalent chemistry used to synthesize organic cages. (B) Organic cages are ...
Figure 8: (A) Design and development of soluble, functionalized, robust organic cages. (B) Examples of modula...
Figure 9: (A) There are 13 metastable conformers (symmetry-corrected) for cage 1 due to permutations of amide...
Beilstein J. Org. Chem. 2024, 20, 3085–3112, doi:10.3762/bjoc.20.257
Graphical Abstract
Figure 1: Chemical structures of the main tetrapyrrolic macrocycles studied in this review for their role as ...
Figure 2: Calix[4]pyrroles 3 and 4 and an their acyclic analogue 5 used for the transformation of Danishefsky...
Figure 3: Calixpyrrole-based organocatalysts 11 and 12 for the diastereoselective addition reaction of TMSOF ...
Figure 4: (a) Chemical structures of macrocyclic organocatalysts used for the synthesis of cyclic carbonates ...
Figure 5: Cuprous chloride-catalyzed aziridination of styrene (22) by chloramine-T (23) providing 1-tosyl-2-p...
Figure 6: Chemical structures of the various porphyrin macrocycles (18, 25–41) screened as potential catalyst...
Figure 7: Organocatalytic activity of distorted porphyrins explored by Senge and co-workers. Planar macrocycl...
Figure 8: Chemical structures of H2EtxTPP (x = 0, 2, 4, 6, 8) compounds with incrementally increasing nonplan...
Figure 9: Chemical structures of OxP macrocycles tested as potential organocatalysts for the conjugate additi...
Figure 10: a) Fundamental structure of the J-aggregates of diprotonated TPPS3 53 and b) its use as a catalyst ...
Figure 11: Chemical structures of amphiphilic porphyrin macrocycles used as pH-switchable catalysts based on i...
Figure 12: a) Chemical structures of porphyrin macrocycles for the cycloaddition of CO2 to N-alkyl/arylaziridi...
Figure 13: Electron and energy-transfer processes typical for excited porphyrin molecules (Por = porphyrin mac...
Figure 14: Proposed mechanism for the light-induced α-alkylation of aldehydes with EDA in the presence of H2TP...
Figure 15: a) Chemical structures of porphyrins screened as photoredox catalysts, b) model reaction of furan (...
Figure 16: Porphyrin macrocycles H2TPP (18) and PPIX 78 as photoreductants for the red light-induced C–H aryla...
Figure 17: Porphyrin macrocycles H2TPP (18) and PPIX 78 as photoredox catalyst for (a) α-alkylation of an alde...
Figure 18: Corrole macrocycles 98–100 as photoredox catalysts for C–H arylation and borylation reactions. Adap...
Figure 19: Proposed catalytic cycle of electrocatalytic generation of H2 evolution using tetrapyrrolic macrocy...
Figure 20: a) Chemical structures of tetrapyrrolic macrocycles 109, 73, and 110 used for oxygen reductions in ...
Figure 21: a) Absorption spectra (left) of the air-saturated DCE solutions containing: 5 × 10−5 M H2TPP (black...
Figure 22: Chemical structures of N,N’-dimethylated saddle-distorted porphyrin isomers, syn-Me2P 111 and anti-...
Figure 23: Reaction mechanisms for the two-electron reduction of O2 by a) syn-Me2Iph 113 and b) anti-Me2Iph 114...
Figure 24: O2/H2O2 interconversion using methylated saddle-distorted porphyrin and isophlorin (reduced porphyr...
Figure 25: Chemical structures of distorted dodecaphenylporphyrin macrocycle 117 and its diprotonated form 118...
Beilstein J. Org. Chem. 2024, 20, 2129–2142, doi:10.3762/bjoc.20.183
Graphical Abstract
Scheme 1: Esterification of oleic acid (1) with propylsulfonic acid (Pr-SO3H)-functionalised mesoporous silic...
Scheme 2: Using confinement of organocatalytic units for improving the enantioselectivity of silica-supported...
Scheme 3: Michael addition catalysed by cinchona thiourea immobilised on magnetic nanoparticles (13).
Scheme 4: Michael addition catalysed by cinchona thiourea in the presence of magnetic nanoparticles.
Scheme 5: Benzoin condensation catalysed by N-benzylthiazolium salt attached to mesoporous material.
Scheme 6: Photoinduced RAFT polymerisation of n-butyl acrylate (19) catalysed by silica nanoparticle-supporte...
Scheme 7: Pressure and temperature dependence of the 1,4-addition of propanal to trans-β-nitrostyrene under c...
Scheme 8: α-Amination of ethyl 2-oxocyclopentanecarboxylate catalysed by PS-THU which could be recycled over ...
Scheme 9: Preparation of supported catalysts C29–C31 from cinchona squaramides 29–31 modified with a primary ...
Scheme 10: Application of PGMA-supported organocatalysts C29–C31 in the asymmetric Michael addition of pentane...
Scheme 11: Alcoholytic desymmetrisation of a cyclic anhydride 34 catalysed by polyamide-supported cinchona sul...
Beilstein J. Org. Chem. 2022, 18, 1424–1434, doi:10.3762/bjoc.18.148
Graphical Abstract
Figure 1: Adamantane-based tripodal scaffolds and current work.
Scheme 1: A general strategy for the assembly of TAAD derivatives.
Scheme 2: Synthesis of acyclic precursors to 3N-TAADs, 2N,1O-TAADs, and 1N,2O-TAADs.
Scheme 3: Synthesis of 3N-TAADs, 2N,1O-TAADs, and 1N,2O-TAADs. *Yield based on compound 14.
Scheme 4: Deprotection of TAAD 8b and subsequent complexation with phenylboronic acid.
Scheme 5: Quaternization of TAADs 4c, 4e, 6a, and 8a followed by deprotection of N-Boc groups.
Figure 2: General view of the 1,4,6,10-tetraazaadamantane motif in X-ray structures of the obtained N-TAAD de...
Figure 3: (a) General structure of host–guest complexes of 3N-TAADs with water. (b) The general structure of ...
Figure 4: (a) Dynamic processes in TAADs 4 and complexation with ROH. (b) Fragment of 1H NMR spectra of Bn-4c...
Beilstein J. Org. Chem. 2022, 18, 262–285, doi:10.3762/bjoc.18.31
Graphical Abstract
Scheme 1: One pot Sonogashira coupling of aryl iodides with arylynols in the presence of iron(III) chloride h...
Scheme 2: The iron-catalyzed Sonogashira coupling of aryl iodides with terminal acetylenes in water under aer...
Scheme 3: Sonogashira coupling of aryl halides and phenylacetylene in the presence of iron nanoparticles.
Scheme 4: Sonogashira coupling catalyzed by a silica-supported heterogeneous Fe(III) catalyst.
Scheme 5: Suggested catalytic cycle for the Sonogashira coupling using a silica-supported heterogeneous Fe(II...
Scheme 6: Chemoselective iron-catalyzed cross coupling of 4-bromo-1-cyclohexen-1-yltrifluromethane sulfonate ...
Scheme 7: Fe-catalyzed Sonogashira coupling between terminal alkynes and aryl iodides.
Scheme 8: Iron-catalyzed domino Sonogashira coupling and hydroalkoxylation.
Scheme 9: Sonogashira coupling of aryl halides and phenylacetylene in the presence of Fe(III) acetylacetonate...
Scheme 10: Sonogashira coupling of aryl iodides and alkynes with Fe(acac)3/2,2-bipyridine catalyst.
Scheme 11: Sonogashira cross-coupling of terminal alkynes with aryl iodides in the presence of Fe powder/ PPh3...
Scheme 12: α-Fe2O3 nanoparticles-catalyzed coupling of phenylacetylene with aryl iodides.
Scheme 13: Sonogashira cross-coupling reaction between phenylacetylene and 4-substituted iodobenzenes catalyze...
Scheme 14: One-pot synthesis of 2-arylbenzo[b]furans via tandem Sonogashira coupling–cyclization protocol.
Scheme 15: Suggested mechanism of the Fe(III) catalyzed coupling of o-iodophenol with acetylene derivatives.
Scheme 16: Fe3O4@SiO2/Schiff base/Fe(II)-catalyzed Sonogashira–Hagihara coupling reaction.
Scheme 17: Sonogashira coupling using the Fe(II)(bdmd) catalyst in DMF/1,4-dioxane.
Scheme 18: Synthesis of 7-azaindoles using Fe(acac)3 as catalyst.
Scheme 19: Plausible mechanistic pathway for the synthesis of 7-azaindoles.
Scheme 20: Synthesis of Co@imine-POP catalyst.
Scheme 21: Sonogashira coupling of various arylhalides and phenylacetylene in the presence of Co@imine-POP cat...
Scheme 22: Sonogashira coupling of aryl halides and phenylacetylene using Co-DMM@MNPs/chitosan.
Scheme 23: Sonogashira cross-coupling of aryl halides with terminal acetylenes in the presence of Co-NHC@MWCNT...
Scheme 24: Sonogashira cross-coupling of aryl halides with terminal acetylenes in the presence of Co nanoparti...
Scheme 25: Sonogashira coupling reaction of aryl halides with phenylacetylene in the presence of Co nanopartic...
Scheme 26: PdCoNPs-3DG nanocomposite-catalyzed Sonogashira cross coupling of aryl halide and terminal alkynes.
Scheme 27: Sonogashira cross-coupling of aryl halides and phenylacetylene in the presence of graphene-supporte...
Scheme 28: Sonogashira cross-coupling with Pd/Co ANP-PPI-graphene.
Scheme 29: Pd-Co-1(H)-catalyzed Sonogashira coupling reaction.
Scheme 30: The coupling of aryl halides with terminal alkynes using cobalt hollow nanospheres as catalyst.
Scheme 31: A plausible mechanism for the cobalt-catalyzed Sonogashira coupling reaction.
Scheme 32: Sonogashira cross-coupling reaction of arylhalides with phenylacetylene catalyzed by Fe3O4@PEG/Cu-C...
Scheme 33: Plausible mechanism of Sonogashira cross-coupling reaction catalyzed by Fe3O4@PEG/Cu-Co.
Scheme 34: Sonogashira coupling reaction of para-substituted bromobenzenes with phenylacetylene in the presenc...
Scheme 35: Possible mechanism for the visible light-assisted cobalt complex-catalyzed Sonogashira coupling. (R...
Scheme 36: Sonogashira cross-coupling of aryl halides and phenylacetylene using cobalt as additive.
Scheme 37: Plausible mechanism of Sonogashira cross-coupling reaction over [LaPd*]. (Reproduced with permissio...
Beilstein J. Org. Chem. 2020, 16, 1476–1488, doi:10.3762/bjoc.16.123
Graphical Abstract
Figure 1: Bioactive phenanthridine and phenanthridinium derivatives.
Scheme 1: Synthesis of phenanthrenes by a photo-Pschorr reaction.
Scheme 2: Synthesis of phenanthrenes by a benzannulation reaction.
Scheme 3: Photocatalytic cyclization of α-bromochalcones for the synthesis of phenanthrenes.
Figure 2: Carbon-centered and nitrogen-centered radicals used for the synthesis of phenanthridines.
Scheme 4: General scheme describing the synthesis of phenanthridines from isocyanides via imidoyl radicals.
Scheme 5: Synthesis of substituted phenanthridines involving the intermediacy of electrophilic radicals.
Scheme 6: Photocatalyzed synthesis of 6-β-ketoalkyl phenanthridines.
Scheme 7: Synthesis of 6-substituted phenanthridines through the addition of trifluoromethyl (path a), phenyl...
Scheme 8: Synthesis of 6-(trifluoromethyl)-7,8-dihydrobenzo[k]phenanthridine.
Scheme 9: Phenanthridine syntheses by using photogenerated radicals formed through a C–H bond homolytic cleav...
Scheme 10: Trifluoroacetimidoyl chlorides as starting substrates for the synthesis of 6-(trifluoromethyl)phena...
Scheme 11: Synthesis of phenanthridines via aryl–aryl-bond formation.
Scheme 12: Oxidative conversion of N-biarylglycine esters to phenanthridine-6-carboxylates.
Scheme 13: Photocatalytic synthesis of benzo[f]quinolines from 2-heteroaryl-substituted anilines and heteroary...
Scheme 14: Synthesis of noravicine (14.2a) and nornitidine (14.2b) alkaloids.
Scheme 15: Gram-scale synthesis of the alkaloid trisphaeridine (15.3).
Scheme 16: Synthesis of phenanthridines starting from vinyl azides.
Scheme 17: Synthesis of pyrido[4,3,2-gh]phenanthridines 17.5a–d through the radical trifluoromethylthiolation ...
Scheme 18: The direct oxidative C–H amidation involving amidyl radicals for the synthesis of phenanthridones.
Beilstein J. Org. Chem. 2020, 16, 917–955, doi:10.3762/bjoc.16.83
Graphical Abstract
Figure 1: Chemical structures of the porphyrinoids and their absorption spectra: in bold are highlighted the ...
Figure 2: Photophysical and photochemical processes (Por = porphyrin). Adapted from [12,18].
Figure 3: Main dual photocatalysts and their oxidative/reductive excited state potentials, including porphyri...
Scheme 1: Photoredox alkylation of aldehydes with diazo acetates using porphyrins and a Ru complex. aUsing a ...
Scheme 2: Proposed mechanism for the alkylation of aldehydes with diazo acetates in the presence of TPP.
Scheme 3: Arylation of heteroarenes with aryldiazonium salts using TPFPP as photocatalyst, and corresponding ...
Scheme 4: A) Scope with different aryldiazonium salts and enol acetates. B) Photocatalytic cycles and compari...
Scheme 5: Photoarylation of isopropenyl acetate A) Comparison between batch and continuous-flow approaches an...
Scheme 6: Dehalogenation induced by red light using thiaporphyrin (STPP).
Scheme 7: Applications of NiTPP as both photoreductant and photooxidant.
Scheme 8: Proposed mechanism for obtaining tetrahydroquinolines by reductive quenching.
Scheme 9: Selenylation and thiolation of anilines.
Scheme 10: NiTPP as photoredox catalyst in oxidative and reductive quenching, in comparison with other photoca...
Scheme 11: C–O bond cleavage of 1-phenylethanol using a cobalt porphyrin (CoTMPP) under visible light.
Scheme 12: Hydration of terminal alkynes by RhIII(TSPP) under visible light irradiation.
Scheme 13: Regioselective photocatalytic hydro-defluorination of perfluoroarenes by RhIII(TSPP).
Scheme 14: Formation of 2-methyl-2,3-dihydrobenzofuran by intramolecular hydro-functionalization of allylpheno...
Scheme 15: Photocatalytic oxidative hydroxylation of arylboronic acids using UNLPF-12 as heterogeneous photoca...
Scheme 16: Photocatalytic oxidative hydroxylation of arylboronic acids using MOF-525 as heterogeneous photocat...
Scheme 17: Preparation of the heterogeneous photocatalyst CNH.
Scheme 18: Photoinduced sulfonation of alkenes with sulfinic acid using CNH as photocatalyst.
Scheme 19: Sulfonic acid scope of the sulfonation reactions.
Scheme 20: Regioselective sulfonation reaction of arimistane.
Scheme 21: Synthesis of quinazolin-4-(3H)-ones.
Scheme 22: Selective photooxidation of aromatic benzyl alcohols to benzaldehydes using Pt/PCN-224(Zn).
Scheme 23: Photooxidation of benzaldehydes to benzoic acids using Pt or Pd porphyrins.
Scheme 24: Photocatalytic reduction of various nitroaromatics using a Ni-MOF.
Scheme 25: Photoinduced cycloadditions of CO2 with epoxides by MOF1.
Figure 4: Electronic configurations of the species of oxygen. Adapted from [66].
Scheme 26: TPP-photocatalyzed generation of 1O2 and its application in organic synthesis. Adapted from [67-69].
Scheme 27: Pericyclic reactions involving singlet oxygen and their mechanisms. Adapted from [67].
Scheme 28: First scaled up ascaridole preparation from α-terpinene.
Scheme 29: Antimalarial drug synthesis using an endoperoxidation approach.
Scheme 30: Photooxygenation of colchicine.
Scheme 31: Synthesis of (−)-pinocarvone from abundant (+)-α-pinene.
Scheme 32: Seeberger’s semi-synthesis of artemisinin.
Scheme 33: Synthesis of artemisinin using TPP and supercritical CO2.
Scheme 34: Synthesis of artemisinin using chlorophyll a.
Scheme 35: Quercitol stereoisomer preparation.
Scheme 36: Photocatalyzed preparation of naphthoquinones.
Scheme 37: Continuous endoperoxidation of conjugated dienes and subsequent rearrangements leading to oxidized ...
Scheme 38: The Opatz group total synthesis of (–)-oxycodone.
Scheme 39: Biomimetic syntheses of rhodonoids A, B, E, and F.
Scheme 40: α-Photooxygenation of chiral aldehydes.
Scheme 41: Asymmetric photooxidation of indanone β-keto esters by singlet oxygen using PTC as a chiral inducer...
Scheme 42: Asymmetric photooxidation of both β-keto esters and β-keto amides by singlet oxygen using PTC-2 as ...
Scheme 43: Bifunctional photo-organocatalyst used for the asymmetric oxidation of β-keto esters and β-keto ami...
Scheme 44: Mechanism of singlet oxygen oxidation of sulfides to sulfoxides.
Scheme 45: Controlled oxidation of sulfides to sulfoxides using protonated porphyrins as photocatalysts. aIsol...
Scheme 46: Photochemical oxidation of sulfides to sulfoxides using PdTPFPP as photocatalyst.
Scheme 47: Controlled oxidation of sulfides to sulfoxides using SnPor@PAF as a photosensitizer.
Scheme 48: Syntheses of 2D-PdPor-COF and 3D-Pd-COF.
Scheme 49: Photocatalytic oxidation of A) thioanisole to methyl phenyl sulfoxide and B) various aryl sulfides,...
Scheme 50: General mechanism for oxidation of amines to imines.
Scheme 51: Oxidation of secondary amines to imines.
Scheme 52: Oxidation of secondary amines using Pd-TPFPP as photocatalyst.
Scheme 53: Oxidative amine coupling using UNLPF-12 as heterogeneous photocatalyst.
Scheme 54: Synthesis of Por-COF-1 and Por-COF-2.
Scheme 55: Photocatalytic oxidation of amines to imines by Por-COF-2.
Scheme 56: Photocyanation of primary amines.
Scheme 57: Synthesis of ᴅ,ʟ-tert-leucine hydrochloride.
Scheme 58: Photocyanation of catharanthine and 16-O-acetylvindoline using TPP.
Scheme 59: Photochemical α-functionalization of N-aryltetrahydroisoquinolines using Pd-TPFPP as photocatalyst.
Scheme 60: Ugi-type reaction with 1,2,3,4-tetrahydroisoquinoline using molecular oxygen and TPP.
Scheme 61: Ugi-type reaction with dibenzylamines using molecular oxygen and TPP.
Scheme 62: Mannich-type reaction of tertiary amines using PdTPFPP as photocatalyst.
Scheme 63: Oxidative Mannich reaction using UNLPF-12 as heterogeneous photocatalyst.
Scheme 64: Transformation of amines to α-cyanoepoxides and the proposed mechanism.
Beilstein J. Org. Chem. 2017, 13, 558–563, doi:10.3762/bjoc.13.54
Graphical Abstract
Figure 1: LbL synthesis with TPM-SH and TPM-alkyne using light-induced TYC reaction in the presence of the ph...
Figure 2: IRRA-Spectrum of the CMP thin film on a gold-coated silicon wafer and the corresponding band assign...
Figure 3: AFM image and line-scan across the edge of the CMP thin film.
Figure 4: SEM images of freestanding CMP nanomembranes coated with a stabilizing PMMA layer containing large ...