Search for "carbonyl complexes" in Full Text gives 9 result(s) in Beilstein Journal of Organic Chemistry.
Beilstein J. Org. Chem. 2024, 20, 1955–1966, doi:10.3762/bjoc.20.171
Graphical Abstract
Scheme 1: 1,2-Difluoroethylene synthesis from HFO-1123.
Scheme 2: 1,2-Difluoroethylene synthesis from CFC-112 and HCFC-132.
Scheme 3: 1,2-Difluoroethylene synthesis from HFC-143.
Scheme 4: 1,2-Difluoroethylene synthesis from HCFC-142 via HCFC-142a.
Scheme 5: 1,2-Difluoroethylene synthesis from CFO-1112.
Scheme 6: 1,2-Difluoroethylene synthesis from 1,2-dichloroethylene.
Scheme 7: 1,2-Difluoroethylene synthesis from perfluoropropyl vinyl ether.
Scheme 8: Deuteration reaction of 1,2-difluoroethylene.
Scheme 9: Halogen addition to 1,2-difluoroethylene.
Scheme 10: Hypohalite addition to 1,2-difluoroethylene.
Scheme 11: N-Bromobis(trifluoromethyl)amine addition to 1,2-difluoroethylene.
Scheme 12: N-Chloroimidobis(sulfonyl fluoride) addition to 1,2-difluoroethylene.
Scheme 13: Trichlorosilane addition to 1,2-difluoroethylene.
Scheme 14: SF5Br addition to 1,2-difluoroethylene.
Scheme 15: PCl3/O2 addition to 1,2-difluoroethylene.
Scheme 16: Reaction of tetramethyldiarsine with 1,2-difluoroethylene.
Scheme 17: Reaction of trichlorofluoromethane with 1,2-difluoroethylene.
Scheme 18: Addition of perfluoroalkyl iodides to 1,2-difluoroethylene.
Scheme 19: Cyclopropanation of 1,2-difluoroethylene.
Scheme 20: Diels–Alder reaction of 1,2-difluoroethylene and hexachlorocyclopentadiene.
Scheme 21: Cycloaddition reaction of 1,2-difluoroethylene and fluorinated ketones.
Scheme 22: Cycloaddition reaction of 1,2-difluoroethylene and perfluorinated aldehydes.
Scheme 23: Photochemical cycloaddition of 1,2-difluoroethylene and hexafluorodiacetyl.
Scheme 24: Reaction of 1,2-difluoroethylene with difluorosilylene.
Scheme 25: Reaction of 1,2-difluoroethylene with aryl iodides.
Beilstein J. Org. Chem. 2023, 19, 582–592, doi:10.3762/bjoc.19.43
Graphical Abstract
Scheme 1: C3-Functionalization of furfural derivatives by C–H activation, a) in batch: previous works, and b)...
Scheme 2: C3-alkylation of bidentate imine 1 performed in batch.
Scheme 3: Optimization of the heating for the alkylation reaction on the homemade pulsed-flow setup.
Scheme 4: Proposed reaction mechanism for the alkylation reaction with formation of ruthenium aggregates and ...
Scheme 5: A) Isolation test of a reaction intermediate; B) XPS and TEM (in ethanol) of the recovered solid ph...
Scheme 6: Ruthenium aggregate-catalyzed alkylation reaction.
Scheme 7: Scope of continuous flow furfural derivative alkylation reaction.
Scheme 8: Scaling up comparison: batch and continuous flow conditions.
Beilstein J. Org. Chem. 2016, 12, 1884–1896, doi:10.3762/bjoc.12.178
Graphical Abstract
Figure 1: Left: resonance hybrid of the dipyrido carbenes dipiy and dipiytBu. Right: two canonical forms of t...
Scheme 1: Preparation of the 13CO substituted rhodium complexes 2 bearing the dipyrido-annelated carbenes dip...
Figure 2: 13C NMR spectra (carbonyl region, 125 MHz) of the reaction of 1a with 13CO under variable pressure ...
Scheme 2: Proposed mechanism for the preferred exchange of the cis-CO ligand based on DFT-calculations (BP86 ...
Figure 3: IR scale (cm−1) to determine the overall electron-donor capacity of various N-heterocyclic carbenes...
Figure 4: Highest occupied molecular orbitals for the dipyrido-annelated carbene dipiy. The σ-type carbene lo...
Figure 5: Molecular orbitals of the Rh complexes II-Rh, III-Rh and 2a that show ligand-metal π-bonds.
Beilstein J. Org. Chem. 2016, 12, 1322–1333, doi:10.3762/bjoc.12.125
Graphical Abstract
Scheme 1: Imine formation and isomerization reactions from NH carbene complexes Cr(CO)5(E-2) (a) [27], Cr(CO)5(E/Z...
Scheme 2: Synthesis of W(CO)5(E-2) from W(CO)5(1Et) [20,21] and aminoferrocene [40,41] with concomitant formation of E-1,2-...
Scheme 3: Reaction pathways 1a/1b (migration–elimination) and 2a/2b (elimination–migration) for the formation...
Scheme 4: Reaction pathways 3a/3b/3c (CO dissociation) for the formation of imine E-3 from W(CO)5(E-2).
Figure 1: DFT calculated oxidative addition/pseudorotation/reductive elimination pathway 3c from W(CO)4(E-2) ...
Figure 2: DFT calculated geometries of the two hydrido intermediates cis(N,H)-W(CO)4(H)(Z-15) and cis(C,H)-W(...
Scheme 5: Proposed reaction sequence from W(CO)5(E-2) to W(CO)5(PPh3) in the presence of triphenylphosphane.
Beilstein J. Org. Chem. 2015, 11, 2747–2762, doi:10.3762/bjoc.11.296
Graphical Abstract
Scheme 1: Synthesis of homopolymers containing ferrocenyl and tetraethylene glycol groups.
Scheme 2: Synthesis of redox-robust triazolylbiferrocenyl polymers 4.
Scheme 3: Synthesis of cobaltocenium-containing polymers by ROMP.
Scheme 4: Cobaltocenium-appending copolymers by the ROMP approach (X = PF6, Y = BPh4 or Cl).
Scheme 5: Cobalt-containing polymers by click and ROMP approach.
Scheme 6: Synthesis of new cobalt-integrating block copolymers.
Scheme 7: Two alternative routes for the synthesis of redox-active cobalticenium-tethered polyelectrolytes.
Scheme 8: Oxanorbornene monomers for the synthesis of Ru-containing polymers by ROMP.
Scheme 9: ROMP synthesis of Ru-containing homopolymers.
Scheme 10: Synthesis of diblock copolymers incorporating ruthenium.
Scheme 11: Synthesis of Ru triblock copolymers.
Scheme 12: Synthesis of cross-linked Ru-containing triblock copolymers.
Scheme 13: Synthesis of Ir-containing homopolymers by ROMP.
Scheme 14: Monomers for Ir- and Os-containing ROMP polymers.
Scheme 15: ROMP block copolymers integrating Ir in their side chains.
Scheme 16: Synthesis of Rh-containing block copolymers.
Scheme 17: Access to rhodocenium-containing metallopolymers by ROMP.
Scheme 18: Synthesis of homopolymers equipped with Cu coordination centers.
Scheme 19: Synthesis of Cu-containing copolymers (spacer = –(CH2)5–; >C=O).
Scheme 20: Synthesis of polynorbornene bearing a polyoxometalate (POM) cluster in the side chain.
Scheme 21: Synthesis of Eu-containing copolymers by a ROMP-based route.
Beilstein J. Org. Chem. 2014, 10, 2388–2405, doi:10.3762/bjoc.10.249
Graphical Abstract
Figure 1: CD-based mono- and diphosphines with inward-pointing phosphorus atoms.
Scheme 1: Complexation of a "PdCl(dmba)" unit by HUGPHOS ligands.
Scheme 2: Reaction of HUGPHOS-1 with [MCl2(PhCN)2] complexes (M = Pd, Pt). Only one isomer with a given MeO–M...
Scheme 3: Synthesis of complexes 3–5.
Figure 2: X-ray structure of aqua palladium complex 5 [44] (top: side view; bottom: view from the primary face). ...
Scheme 4: Dehydration of Pd(II) complex 5.
Figure 3: Ruthenium complexes 7 and 8 in Newman projection along the Ru–P bond.
Figure 4: Titration of HUGPHOS-1 with [Rh(CO)2Cl]2 at 25 °C.
Scheme 5: Synthesis of rhodium carbonyl complexes 9–11.
Scheme 6: Synthesis of rhodium complexes 12 and 13.
Scheme 7: Selective formation of complex 14 under 40 bar CO/H2 at 80 °C.
Figure 5: High pressure NMR spectra of 13 under CO/H2 (1:1) recorded in toluene-d8 (at various temperatures a...
Figure 6: IR spectra of 14 recorded in CH2Cl2 at 50 °C under 40 bar of CO/H2 1:1.
Figure 7: Calculated structures (Spartan 10) of trigonal bipyramidal [RhH(CO)3(HUGPHOS-2)] with the phosphoru...
Scheme 8: Possible mechanism for the hydroformylation of styrene when using monophosphine complexes 12 or 13 ...
Scheme 9: Simplified Heck coupling mechanism when using HUGPHOS-1 or HUGPHOS-2 as ligands. Doted lines stand ...
Beilstein J. Org. Chem. 2012, 8, 1936–1998, doi:10.3762/bjoc.8.225
Graphical Abstract
Figure 1: Loschmidt’s structure proposal for benzene (1) (Scheme 181 from [3]) and the corresponding modern stru...
Figure 2: The first isolated bisallenes.
Figure 3: Carbon skeletons of selected bisallenes discussed in this review.
Scheme 1: The preparation of 1,2,4,5-hexatetraene (2).
Scheme 2: The preparation of a conjugated bisallene by the DMS-protocol.
Scheme 3: Preparation of the 3-deuterio- and 3,4-dideuterio derivatives of 24.
Scheme 4: A versatile method to prepare alkylated conjugated bisallenes and other allenes.
Scheme 5: A preparation of 3,4-dimethyl-1,2,4,5-hexatetraene (38).
Scheme 6: A (C6 + 0)-approach to 1,2,4,5-hexatetraene (2).
Scheme 7: The preparation of a fully alkylated bisallenes from a 2,4-hexadiyne-1,6-diol diacetate.
Scheme 8: The preparation of the first phenyl-substituted conjugated bisallenes 3 and 4.
Scheme 9: Selective hydrogenation of [5]cumulenes to conjugated bisallenes: another (C6 + 0)-route.
Scheme 10: Aryl-substituted conjugated bisallenes by a (C3 + C3)-approach.
Scheme 11: Hexaphenyl-1,2,4,5-hexatetraene (59) by a (C3 + C3)-approach.
Scheme 12: An allenation route to conjugated bisallenes.
Scheme 13: The preparation of 3,4-difunctionalized conjugated bisallenes.
Scheme 14: Problems during the preparation of sulfur-substituted conjugated bisallenes.
Scheme 15: The preparation of 3,4-dibromo bisallenes.
Scheme 16: Generation of allenolates by an oxy-Cope rearrangement.
Scheme 17: A linear trimerization of alkynes to conjugated bisallenes: a (C2 + C2 + C2)-protocol.
Scheme 18: Preparation of a TMS-substituted conjugated bisallene by a C3-dimerization route.
Scheme 19: A bis(trimethylsilyl)bisallene by a C3-coupling protocol.
Scheme 20: The rearrangement of highly substituted benzene derivatives into their conjugated bisallenic isomer...
Scheme 21: From fully substituted benzene derivatives to fully substituted bisallenes.
Scheme 22: From a bicyclopropenyl to a conjugated bisallene derivative.
Scheme 23: The conversion of a bismethylenecyclobutene into a conjugated bisallene.
Scheme 24: The preparation of monofunctionalized bisallenes.
Scheme 25: Preparation of bisallene diols and their cyclization to dihydrofurans.
Scheme 26: A 3,4-difunctionalized conjugated bisallene by a C3-coupling process.
Scheme 27: Preparation of a bisallenic diketone by a coupling reaction.
Scheme 28: Sulfur and selenium-substituted bisallenes by a [2.3]sigmatropic rearrangement.
Scheme 29: The biallenylation of azetidinones.
Scheme 30: The preparation of a fully ferrocenylated conjugated bisallene.
Scheme 31: The first isomerization of a 1,5-hexadiyne to a 1,2,4,5-hexatetraene.
Scheme 32: The preparation of alkynyl-substituted bisallenes by a C3-dimerization protocol.
Scheme 33: Preparation of another completely ferrocenylated bisallene.
Scheme 34: The cyclization of 1,5-hexadiyne (129) to 3,4-bismethylenecyclobutene (130) via 1,2,4,5-hexatetraen...
Scheme 35: Stereochemistry of the thermal cyclization of bisallenes to bismethylenecyclobutenes.
Scheme 36: Bisallene→bismethylenecyclobutene ring closures in the solid state.
Scheme 37: A bisallene cyclization/dimerization reaction.
Scheme 38: A selection of Diels–Alder additions of 1,2,4,5-hexatetraene with various double-bond dienophiles.
Scheme 39: The stereochemistry of the [2 + 4] cycloaddition to conjugated bisallenes.
Scheme 40: Preparation of azetidinone derivatives from conjugated bisallenes.
Scheme 41: Cycloaddition of heterodienophiles to a conjugated bisallene.
Scheme 42: Addition of triple-bond dienophiles to conjugated bisallenes.
Scheme 43: Sulfur dioxide addition to conjugated bisallenes.
Scheme 44: The addition of a germylene to a conjugated bisallene.
Scheme 45: Trapping of conjugated bisallenes with phosphinidenes.
Scheme 46: The cyclopropanantion of 1,2,4,5-hexatetraene (2).
Scheme 47: Photochemical reactions involving conjugated bisallenes.
Scheme 48: Base-catalyzed isomerizations of conjugated bisallenes.
Scheme 49: Ionic additions to a conjugated bisallene.
Scheme 50: Oxidation reactions of a conjugated bisallene.
Scheme 51: The mechanism of oxidation of the bisallene 24.
Scheme 52: CuCl-catalyzed cyclization of 1,2,4,5-hexatetraene (2).
Scheme 53: The conversion of conjugated bisallenes into cyclopentenones.
Scheme 54: Oligomerization of a conjugated bisallene by nickel catalysts.
Scheme 55: Generation of 1,2,5,6-heptatetraene (229) as a reaction intermediate.
Scheme 56: The preparation of a stable derivative of 1,2,5,6-heptatetraene.
Scheme 57: A bisallene with a carbonyl group as a spacer element.
Scheme 58: The first preparation of 1,2,6,7-octatetraene (242).
Scheme 59: Preparation of 1,2,6,7-octatetraenes by (C4 + C4)-coupling of enynes.
Scheme 60: Preparation of 1,2,6,7-octatetraenes by (C4 + C4)-coupling of homoallenyl bromides.
Scheme 61: Preparation of 1,2,6,7-octatetraenes by alkylation of propargylic substrates.
Scheme 62: Preparation of two highly functionalized 1,2,6,7-octatetraenes.
Scheme 63: Preparation of several higher α,ω-bisallenes.
Scheme 64: Preparation of different alkyl derivatives of α,ω-bisallenes.
Scheme 65: The preparation of functionalized 1,2,7,8-nonatetraene derivatives.
Scheme 66: Preparation of functionalized α,ω-bisallenes.
Scheme 67: The preparation of an α,ω-bisallene by direct homologation of an α,ω-bisalkyne.
Scheme 68: The gas-phase pyrolysis of 4,4-dimethyl-1,2,5,6-heptatetraene (237).
Scheme 69: Gas-phase pyrolysis of 1,2,6,7-octatetraene (242).
Scheme 70: The cyclopropanation of 1,2,6,7-octatetraene (242).
Scheme 71: Intramolecular cyclization of 1,2,6,7-octatetraene derivatives.
Scheme 72: The gas-phase pyrolysis of 1,2,7,8-nonatetraene (265) and 1,2,8,9-decatetraene (266).
Scheme 73: Rh-catalyzed cyclization of a functionalized 1,2,7,8-nonatetraene.
Scheme 74: A triple cyclization involving two different allenic substrates.
Scheme 75: Bicyclization of keto derivatives of 1,2,7,8-nonatetraene.
Scheme 76: The preparation of complex organic compounds from functionalized bisallenes.
Scheme 77: Cycloisomerization of an α,ω-bisallene containing a C9 tether.
Scheme 78: Organoborane polymers from α,ω-bisallenes.
Scheme 79: Preparation of trans- (337) and cis-1,2,4,6,7-octapentaene (341).
Scheme 80: The preparation of 4-methylene-1,2,5,6-heptatetraene (349).
Scheme 81: The preparation of acetylenic bisallenes.
Scheme 82: The preparation of derivatives of hydrocarbon 351.
Scheme 83: The construction of macrocyclic alleno-acetylenes.
Scheme 84: Preparation and reactions of 4,5-bismethylene-1,2,6,7-octatetraene (365).
Scheme 85: Preparation of 1,2-bis(propadienyl)benzene (370).
Scheme 86: The preparation of 1,4-bis(propadienyl)benzene (376).
Scheme 87: The preparation of aromatic and heteroaromatic bisallenes by metal-mediated coupling reactions.
Scheme 88: Double cyclization of an aromatic bisallene.
Scheme 89: Preparation of an allenic [15]paracyclophane by a ring-closing metathesis reaction of an aromatic α...
Scheme 90: Preparation of a macrocyclic ring system containing 1,4-bis(propadienyl)benzene units.
Scheme 91: Preparation of copolymers from 1,4-bis(propadienyl)benzene (376).
Scheme 92: A boration/copolymerization sequence of an aromatic bisallene and an aromatic bisacetylene.
Scheme 93: Formation of a layered aromatic bisallene.
Figure 4: The first members of the semicyclic bisallene series.
Scheme 94: Preparation of the first bis(vinylidene)cyclobutane derivative.
Scheme 95: Dimerization of strain-activated cumulenes to bis(vinylidene)cyclobutanes.
Scheme 96: Photodimerization of two fully substituted butatrienes in the solid state.
Scheme 97: Preparation of the two parent bis(vinylidene)cyclobutanes.
Scheme 98: The preparation of 1,3-bis(vinylidene)cyclopentane and its thermal isomerization.
Scheme 99: The preparation of the isomeric bis(vinylidene)cyclohexanes.
Scheme 100: Bi- and tricyclic conjugated bisallenes.
Scheme 101: A selection of polycyclic bisallenes.
Scheme 102: The first endocyclic bisallenes.
Figure 5: The stereochemistry of 1,2,6,7-cyclodecatetraene.
Scheme 103: The preparation of several endocyclic bisallenes.
Scheme 104: Synthesis of diastereomeric derivatives of 1,2,6,7-cyclodecatetraene.
Scheme 105: Preparation of a derivative of 1,2,8,9-cyclotetradecatetraene.
Scheme 106: The preparation of keto derivatives of cyclic bisallenes.
Scheme 107: The preparation of cyclic biscumulenic ring systems.
Scheme 108: Cyclic bisallenes in natural- and non-natural-product chemistry.
Scheme 109: The preparation of iron carbonyl complexes from cyclic bisallenes.
Figure 6: A selection of unknown exocyclic bisallenes that should have interesting chemical properties.
Scheme 110: The thermal isomerization of 1,2-diethynylcyclopropanes and -cyclobutanes.
Scheme 111: Intermediate generation of a cyclooctapentaene.
Scheme 112: Attempted preparation of a cyclodecahexaene.
Scheme 113: The thermal isomerization of 1,5,9-cyclododecatriyne (511) into [6]radialene (514).
Scheme 114: An isomerization involving a diketone derived from a conjugated bisallene.
Scheme 115: Typical reaction modes of heteroorganic bisallenes.
Scheme 116: Generation and thermal behavior of acyclic hetero-organic bisallenes.
Scheme 117: Generation of bis(propadienyl)thioether.
Scheme 118: The preparation of a bisallenic sulfone and its thermal isomerization.
Scheme 119: Bromination of the bisallenic sulfone 535.
Scheme 120: Metalation/hydrolysis of the bisallenic sulfone 535.
Scheme 121: Aromatic compounds from hetero bisallenes.
Scheme 122: Isomerization/cyclization of bispropargylic ethers.
Scheme 123: The preparation of novel aromatic systems by base-catalyzed isomerization of bispropargyl ethers.
Scheme 124: The isomerization of bisacetylenic thioethers to bicyclic thiophenes.
Scheme 125: Aromatization of macrocyclic bispropargylic sulfides.
Scheme 126: Preparation of ansa-compounds from macrocyclic bispropargyl thioethers.
Scheme 127: Alternate route for cyclization of a heterorganic bisallene.
Scheme 128: Multiple isomerization/cyclization of “double” bispropargylic thioethers.
Scheme 129: Preparation of a bisallenyl disulfide and its subsequent bicyclization.
Scheme 130: Thermal cyclization of a bisallenyl thiosulfonate.
Scheme 131: Some reactions of heteroorganic bisallenes with two sulfur atoms.
Scheme 132: Further methods for the preparation of heteroorganic bisallenes.
Scheme 133: Cyclization reactions of heteroorganic bisallenes.
Scheme 134: Thermal cycloadditions of bisallenic tertiary amines.
Scheme 135: Cyclization of a bisallenic tertiary amine in the presence of a transition-metal catalyst.
Scheme 136: A Pauson–Khand reaction of a bisallenic ether.
Scheme 137: Formation of a 2:1adduct from two allenic substrates.
Scheme 138: A ring-forming silastannylation of a bisallenic tertiary amine.
Scheme 139: A three-component cyclization involving a heterorganic bisallene.
Scheme 140: Atom-economic construction of a complex organic framework from a heterorganic α,ω-bisallene.
Beilstein J. Org. Chem. 2011, 7, 767–780, doi:10.3762/bjoc.7.87
Graphical Abstract
Scheme 1: Transition metal promoted rearrangements of bicyclo[1.1.0]butanes.
Scheme 2: Gold-catalyzed rearrangements of strained rings.
Scheme 3: Gold-catalyzed ring expansions of cyclopropanols and cyclobutanols.
Scheme 4: Mechanism of the cycloisomerization of alkynyl cyclopropanols and cyclobutanols.
Scheme 5: Proposed mechanism for the Au-catalyzed isomerization of alkynyl cyclobutanols.
Scheme 6: Gold-catalyzed cycloisomerization of 1-allenylcyclopropanols.
Scheme 7: Gold-catalyzed cycloisomerization of cyclopropylmethanols.
Scheme 8: Gold-catalyzed cycloisomerization of aryl alkyl epoxides.
Scheme 9: Gold-catalyzed synthesis of furans.
Scheme 10: Transformations of alkynyl oxiranes.
Scheme 11: Transformations of alkynyl oxiranes into ketals.
Scheme 12: Gold-catalyzed cycloisomerization of cyclopropyl alkynes.
Scheme 13: Gold-catalyzed synthesis of substituted furans.
Scheme 14: Proposed mechanism for the isomerization of alkynyl cyclopropyl ketones.
Scheme 15: Cycloisomerization of cyclobutylazides.
Scheme 16: Cycloisomerization of alkynyl aziridines.
Scheme 17: Gold-catalyzed synthesis of disubstituted cyclohexadienes.
Scheme 18: Gold-catalyzed synthesis of indenes.
Scheme 19: Gold-catalyzed [n + m] annulation processes.
Scheme 20: Gold-catalyzed generation of 1,4-dipoles.
Scheme 21: Gold-catalyzed synthesis of repraesentin F.
Scheme 22: Gold-catalyzed ring expansion of cyclopropyl 1,6-enynes.
Scheme 23: Gold-catalyzed synthesis of ventricos-7(13)-ene.
Scheme 24: 1,2- vs 1,3-Carboxylate migration.
Scheme 25: Gold-catalyzed cycloisomerization of vinyl alkynyl cyclopropanes.
Scheme 26: Proposed mechanism for the cycloisomerization of vinyl alkynyl cyclopropanes.
Scheme 27: Gold-catalyzed 1,2-acyloxy rearrangement/cyclopropanation/cycloisomerization cascades.
Scheme 28: Formal total synthesis of frondosin A.
Scheme 29: Gold-catalyzed rearrangement/cycloisomerization of cyclopropyl propargyl acetates.
Beilstein J. Org. Chem. 2010, 6, 1120–1126, doi:10.3762/bjoc.6.128
Graphical Abstract
Figure 1: Representative olefin metathesis catalysts.
Figure 2: Highly active olefin metathesis catalysts bearing NHC with backbone substitution.
Scheme 1: Synthesis of the free NHCs.
Scheme 2: Synthesis of [RhCl(CO)2(NHC)] complexes.
Scheme 3: Synthesis of [RuCl2(NHC)(PCy3)(Ind)] complexes.