- Phthalide synthesis through dehydrogenated lactonization of the C(sp3)-H bond by photoredox catalysis
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A practical and efficient method is established for the direct oxidative lactonization of the C(sp3)-H bonds relying on visible-light-induced photoredox catalysis. This protocol expediently allows the delivery of diverse phthalides using oxygen as the sole terminal oxidant under metal-free conditions at room temperature. Notably, the choice of an appropriate hydrogen atom transfer (HAT) cocatalyst is revealed to be critical for the success of this process.
- Cai, Shunyou,Cai, Zhixiong,Chen, Shanyi,Huang, Mingqiang,Lai, Qihong,Lin, Yulin,Liu, Chao,Liu, Hui
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supporting information
p. 8212 - 8216
(2021/10/29)
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- Hypercoordinated organotin(IV) compounds containing C,O- and C,N- chelating ligands: Synthesis, characterisation, DFT studies and polymerization behaviour
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A series of 2-methoxymethyl tetraorganotins [2-(MeOCH2)C6H4]SnR3 (21: R = Ph; 22: R = n-Bu; 23: R = Me), diorganotin chlorides [2-(MeOCH2)C6H4]R2SnCl (24: R = Ph; 25a, 25b: R = n-Bu), monoorganotin dichlorides [2-(MeOCH2)C6H4]RSnCl2 (26: R = Ph; 27: R = n-Bu; 28: R = Me) and the tin trichloride [2-(MeOCH2)C6H4]SnCl3 (29) were successfully prepared from the reaction of the organolithium, [2-(MeOCH2)C6H4]Li, and the appropriate chlorostannane. Similarly, a series of dimethylamino stannanes including the tetraorganotin [2-(Me2NCH2)C6H4]SnPh3 (30), the diorganotin halides [2-(Me2NCH2)C6H4]Ph2SnX (34: X = Cl; 35: X = Br), dichlorides [2-(Me2NCH2)C6H4]RSnCl2 (38: R = Ph; 39: R = n-Bu; 40: R = Me) and the tribromide [2-(Me2NCH2)C6H4]SnBr3 (37) were prepared by reaction of the appropriate organochlorostannane and the organolithium [2-(Me2NCH2)C6H4]Li followed by selective halogenations in the case of 34–37. 2-Methoxymethyl and dimethylamino diorganotin dichlorides (27, 28 and 39, 40) were hydrogenated with LiAlH4 to produce new 2-methoxymethyl [2-(MeOCH2)C6H4]RSnH2 (41: R = n-Bu; 42: R = Me) and dimethylamino [2-(Me2NCH2)C6H4]RSnH2 (44: R = n-Bu; 45: R = Me) dihydrides. X-ray structure determination of 30 revealed a nearly tetrahedral stannane, while structural analysis of 24, 29 and 40 display distorted trigonal bipyramidal geometry at Sn with Cl trans to the datively coordinated heteroatom. A selection of DFT methods were assessed for accuracy in predicting the solid-state geometries of the hypercoordinate Sn complexes. Catalytic dehydrocoupling of C,O- (41) and C,N- (44) diorganotin dihydrides was explored using Wilkinson's catalyst at RT leading to the recovery of modest molecular weight polymers (52: Mw = 3.03 × 104 Da, PDI = 1.4, 53: Mw = 3.1 × 104 Da, PDI = 1.86). The new rigid polymers were isolated in moderate (52: 65%) and low yields (53: 18%) and were found to be amorphous by DSC.
- Khan, Aman,Pau, Jeffrey,Loungxay, Julie,Magobenny, Timbila,Wylie, R. Stephen,Lough, Alan J.,Foucher, Daniel
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supporting information
(2019/09/12)
-
- Highly selective and scalable fullerene-cation-mediated synthesis accessing cyclo[60]fullerenes with five-membered carbon ring and their application to perovskite solar cells
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Cyclo[60]fullerenes are widely used in many applications including photovoltaic devices owing to their high electron affinity and mobility for an organic molecule. However, their synthesis has been limited to certain derivatives with low yields. In this work, a fullerene-cation-mediated synthesis, accessing a new class of five-membered carbon ring cyclo[60]fullerenes with high yields of up to 93% is showcased. This method utilizes aryl[60]fullerene cations, ArC60 +, as intermediates, which are generated in situ by heating the aryl[60]fullerenyl dimers in the presence of CuBr2. In addition, five-membered carbon ring cyclo[60]fullerenes display excellent device applicability when they are used in perovskite solar cells as over-coating layers of electron-transporting layers. A power conversion efficiency of 20.7% is achieved owing to the favorable energy alignment, optimized substrate design, and electrochemical stability of the five-membered carbon ring fullerenes.
- Lin, Hao-Sheng,Jeon, Il,Chen, Yingqian,Yang, Xiao-Yu,Nakagawa, Takafumi,Maruyama, Shigeo,Manzhos, Sergei,Matsuo, Yutaka
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p. 8432 - 8439
(2019/10/16)
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- Diselenides and benzisoselenazolones as antiproliferative agents and glutathione-S-transferase inhibitors
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A series of variously functionalized selenium-containing compounds were purposely synthesized and evaluated against a panel of cancer cell lines. Most of the compounds showed an interesting cytotoxicity profile with compound 5 showing a potent activity on MCF7 cells. The ethyl amino derivative 5 acts synergistically with cis-platin and inhibits the GST enzyme with a potency that well correlates with the cytotoxicity observed in MCF7 cells. A computational analysis suggests a possible binding mode on the GST enzyme. As the main outcome of the present study, the ethyl amino derivative 5 emerged as a valid lead compound for further, future developments.
- Krasowska, Dorota,Iraci, Nunzio,Santi, Claudio,Drabowicz, Józef,Cieslak, Marcin,Ka?mierczak-Barańska, Julia,Palomba, Martina,Królewska-Golińska, Karolina,Magiera, Jakub,Sancineto, Luca
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-
- CERTAIN PLADIENOLIDE COMPOUNDS AND METHODS OF USE
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The present disclosure provides novel pladienolide compounds, pharmaceutical compositions containing such compounds, and methods for using the compounds as therapeutic agents. These compounds may be useful in the treatment of cancers, particularly cancers in which agents that target the spliceosome and mutations therein are known to be useful. Also provided herein are methods of treating cancers by administering at least one compound disclosed herein and at least one additional therapy.
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Page/Page column 268
(2019/11/04)
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- Iron(III) Chloride/Dialkyl Diselenides-Promoted Cascade Cyclization of ortho-Diynyl Benzyl Chalcogenides
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Treatment of ortho-diynyl benzyl chalcogenides with a mixture of iron(III) chloride and diorganyl diselenides led to functionalized chalcogen isochromene-fused chalcogenophene derivatives. The reaction parameters were studied and the results indicated tha
- do Carmo Pinheiro, Roberto,Back, Davi F.,Zeni, Gilson
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supporting information
p. 1866 - 1873
(2019/03/08)
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- Strategy for Overcoming Full Reversibility of Intermolecular Radical Addition to Aldehydes: Tandem C-H and C-O Bonds Cleaving Cyclization of (Phenoxymethyl)arenes with Carbonyls to Benzofurans
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An intermolecular addition of carbon radicals enabled by a cascade radical coupling strategy is developed. It includes an intermolecular alkyl radical addition to a carbonyl group followed by an intramolecular alkoxy radical addition to haloarenes and produces substituted benzofurans in high yields. The radical nature of this reaction is explored by radical trapping experiments and EPR analysis. The mechanism is investigated by KIE experiments and control experiments. This method could provide rapid and practical access to the key intermediate of TAM-16, a safe and potent antibacterial agent for treating tuberculosis, and, therefore, is of great importance for organic synthesis and the pharmaceutical industry.
- Zheng, Hong-Xing,Shan, Xiang-Huan,Qu, Jian-Ping,Kang, Yan-Biao
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supporting information
p. 3310 - 3313
(2018/06/11)
-
- Visible light mediated oxidation of benzylic sp3 C-H bonds using catalytic 1,4-hydroquinone, or its biorenewable glucoside, arbutin, as a pre-oxidant
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Benzylic ethers undergo a visible light induced C-H activation and oxygen insertion to give the corresponding benzoate esters in moderate to good yields. The conditions employ substoichiometric amounts of 1,4-hydroquinone with copper(ii) chloride dihydrate as an electron-transfer mediator, oxygen as the terminal oxidant and dimethyl carbonate as solvent under visible light irradiation. The naturally occurring glucoside, arbutin, which is commercially available or can be accessed via extraction of the leaves of bearberry (Arctostaphylos uva-ursi) or elephant ears (Bergenia crassifolia) can be used as a biorenewable source of 1,4-hydroquinone. The methodology exploits the increase in oxidizing ability of quinones upon irradiation with visible light, and offers a sustainable alternative for the late stage oxidative functionalization of benzylic C-H bonds. It is applicable to a range of cyclic benzylic ethers such as isochromans and phthalans, and simple benzyl alkyl ethers. It can also be applied in the oxidation of benzylic amines into amides, and of diarylmethanes into the corresponding ketones. Mechanistic studies suggest that the reaction proceeds by H-abstraction by the photo-excited triplet benzoquinone to give a benzylic radical that subsequently reacts with molecular oxygen.
- Finney, Laura C.,Mitchell, Lorna J.,Moody, Christopher J.
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supporting information
p. 2242 - 2249
(2018/05/28)
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- Investigation of Chemical Stability of Dihalogenated Organotelluranes in Organic-Aqueous Media: The Protagonism of Water
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The biological activity of tellurium compounds is closely related to the tellurium oxidation state or some of their structural features. Hypervalent dihalogenated organotelluranes 1-[butyl(dichloro)-λ4-tellanyl]-2-(methoxymethyl)benzene (1a) an
- Teixeira, Mariana L.,Menezes, Leociley R. A.,Barison, Andersson,De Oliveira, Alfredo R. M.,Piovan, Leandro
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p. 7341 - 7346
(2018/07/29)
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- 77Se and 125Te NMR spectroscopy on a selectivity study of organochalcogenanes with L-amino acids
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The hypervalent selenium- and tellurium-containing compounds (halo-organoselenuranes and halo-organotelluranes) were treated with amino acids to evaluate their reactivity and chemoselectivity by 1H, 13C, 77Se and 125
- Silva, Marcio S.,Andrade, Leandro H.
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p. 5924 - 5929
(2015/06/02)
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- 2,3-DISUBSTITUTED 1 -ACYL-4-AMINO-1,2,3,4-TETRAHYDROQUINOLINE DERIVATIVES AND THEIR USE AS BROMODOMAIN INHIBITORS
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The present invention relates to novel compounds of formula (I), wherein R1 is C1-4alkyl; R2 is C1-4alkyl, C3-7cycloalkyl, -CH2CF3, -CH2OCH3 or heterocyclyl; R3 is C1-4alkyl, -CH2F, -CH2OH or -CH2O(O)CH3; R4 when present is as defined in claim 1; R5 when present is H, halo, hydroxy or C1-6alkoxy; A is -NH-, -O-, -S-, -SO-, -SO2-, -N(C1-4alkyl)- or -NC(O)(CH3)-; V is phenyl, heteroaromatic or pyridone any of which may be optionally substituted by 1, 2 or 3 substituents; W is CH or N; X is C or N; Y is C or N; and Z is CH or N; subject to the proviso that no more than 2 of W, X, Y and Z are N, pharmaceutical compositions containing such compounds and to their use as bromodomain inhibitors.
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Page/Page column 166
(2014/09/29)
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- Influence of the ortho-methoxyalkyl substituent on the properties of phenylboronic acids
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Novel phenylboronic acids with methoxyalkyl groups at ortho position were synthesized. Molecular and crystal structures for two compounds were determined by single crystal X-ray diffraction. In both cases the O-H?O hydrogen-bonded dimers are the primary s
- Adamczyk-Wo?niak, Agnieszka,Brzózka, Zbigniew,Da?browski, Marek,Madura, Izabela D.,Scheidsbach, Roy,Tomecka, Ewelina,Zukowski, Kamil,Sporzyński, Andrzej
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p. 190 - 197
(2013/03/28)
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- Synthesis and structure of organobismuth chlorides and triflates containing (C,E)-chelating ligands (E=O, S) and their catalytic application in the allylation of aldehydes with tetraallyltin
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Four air-stable hypervalent organobismuth compounds with (C,O)- or (C,S)-chelating ligands, namely, R2BiCl (R=2-(MeECH 2)C6H4; E=O (3), S (4)), [2-(MeOCH 2)C6H4]2BiOTf
- Tan, Nianyuan,Chen, Yi,Zhou, Yongbo,Au, Chak-Tong,Yin, Shuang-Feng
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p. 1363 - 1369
(2013/12/04)
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- ACC INHIBITORS AND USES THEREOF
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The present invention provides compounds useful as inhibitors of Acetyl CoA Carboxylase (ACC), compositions thereof, and methods of using the same.
- -
-
Paragraph 1176; 1177; 1178
(2013/05/22)
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- Chelate and trans effect of P,O donor phosphine ligands on rhodium catalyzed carbonylation of methanol
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Four complexes of the type [Rh(CO)Cl(η2-P,O-L)](1a,1b) and [Rh(CO)Cl(η1-P-L)2](2a,2b), where L = Ph 2PC6H4-2-OCH3(a) and Ph 2PC6H4-2-CH2OCH3(b), have been synthesized by the reaction of [Rh(CO)2Cl]2 with appropriate mol equivalents of the ligands in CH2Cl2. The complexes show single intense ν(CO) bands in the range 1965-1989 cm -1 indicating the presence of terminal carbonyl groups. All the complexes have been characterized by elemental analyses, mass spectrometry, IR and multinuclear NMR (1H, 31P and 13C) spectroscopy, and the molecular structure of the ligand b is determined by single crystal X-ray diffraction. The complexes undergo oxidative addition (OA) with excess CH3I to afford Rh(III)-acyl complexes of the type [RhCl(COCH3)I(L)](3a,3b) and [RhCl(COCH3)I(L) 2](4a,4b). The kinetic data for the OA reactions with CH3I indicate a first order reaction and also exhibit that the rate of OA for the chelate complexes (1a and 1b) is higher than those of trans-complexes (2a and 2b). The catalytic efficiencies of 1a, 1b, 2a and 2b in carbonylation of methanol exhibit higher Turn Over Frequency (TOF) 689-1808 h-1 than the well-known Monsanto's species [Rh(CO)2I2]- (TOF = 464-1000 h-1) under similar experimental conditions. The catalytic activities vary in the order as 1a > 1b > 2a > 2b.
- Dutta, Dipak Kumar,Deb, Biswajit,Hua, Guoxiong,Woollins, J. Derek
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experimental part
p. 7 - 12
(2012/03/09)
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- REDUCTASE, GENE THEREOF AND METHOD OF USING THE SAME
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The present invention relates to a protein which can asymmetrically reduce an ortho-substituted phenylglyoxalic acid compound to produce an aide or ester compound of corresponding optically-active ortho-substituted mandelic acid compound with a good optic
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- REDUCTASE, GENE THEREOF AND METHOD OF USING THE SAME
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The present invention relates to a protein which can asymmetrically reduce an ortho-substituted phenylglyoxalic acid compound to industrially advantageously produce an amide or ester compound of corresponding optically-active ortho-substituted mandelic ac
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- First detection of a selenenyl fluoride ArSe-F by NMR spectroscopy: The nature of Ar2Se2/XeF2 and ArSe-SiMe 3/XeF2 reagents
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Arylselenenyl fluorides ArSeF are obtained from diselenides Ar 2Se2 or arylselenotrimethylsilanes ArSe-SiMe3, and XeF2. They are detected by low-temperature 19F and 77Se NMR spectroscopy. Substitution in the ortho position of the aromatic ring to provide electronic or steric protection is a requirement for their formation. ArSe-F compounds decompose according to 3 ArSe-F → [ArSe-SeF2Ar] + ArSe-F- → ArSeF3 + Ar 2Se2. Reaction energies for this disproportionation as well as that of the sulfur and tellurium homologues have been calculated with MP2, CCSD(T,) and B3 LYP methods. They were found to be increasingly exothermic in the sequence S 77Se and 19F chemical shifts have been calculated by GIAO-MP2 and GIAO-B3LYP methods and are in good agreement with experimental values.
- Poleschner, Helmut,Seppelt, Konrad
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p. 6565 - 6574
(2007/10/03)
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- Amine- and ether-chelated aryllithium reagents - Structure and dynamics
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Chelation and aggregation in phenyllithium reagents with potential 6- and 7-ring chelating amine (2, 3) and 5-, 6-, and 7-ring chelating ether (4, 5, 6) ortho substituents have been examined utilizing variable temperature 6Li and 13C NMR spectroscopy, 6Li and 15N isotope labeling, and the effects of solvent additives. The 5- and 6-ring ether chelates (4, 5) compete well with THF, but the 6-ring amine chelate (2) barely does, and 7-ring amine chelate (3) does not. Compared to model compounds (e.g., 2-ethylphenyllithium 7), which are largely monomeric in THF, the chelated compounds all show enhanced dimerization (as measured by K = [D]/[M]2) by factors ranging from 40 (for 6) to more than 200 000 (for 4 and 5). Chelation isomers are seen for the dimers of 5 and 6, but a chelate structure could be assigned only for 2-(2-dimethylaminoethyl)phenyllithium (2), which has an A-type structure (both amino groups chelated to the same lithium in the dimer) based on NMR coupling in the 15N, 6Li labeled compound. Unlike the dimer, the monomer of 2 is not detectably chelated. With the exception of 2-(methoxymethyl)phenyllithium (4), which forms an open dimer (12) and a pentacoordinate monomer (13), the lithium reagents all form monomeric nonchelated adducts with PMDTA.
- Reich, Hans J.,Goldenberg, Wayne S.,Sanders, Aaron W.,Jantzi, Kevin L.,Tzschucke, C. Christoph
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p. 3509 - 3521
(2007/10/03)
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- Medium-sized cyclophanes. Part 55. Synthesis and conformational studies of [2.1.1] orthocyclophanes
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[2.1.1]Orthocyclophanes 2 are prepared by pyrolysis of the corresponding 2-thia[3.1.1]orthocyclophane 2,2-dioxides 9, which are prepared by the reaction of 1,2-bis(2-bromomethylbenzyl)benzenes 7 with Na2S in ethanol under high dilution conditions, followed by oxidation with m-chloroperbenzoic acid. The conformational studies on [2.1.1]orthocyclophanes 2, which adopt flexible saddle and crown structures in comparison with the corresponding 10,15-dihydro-5H-tribenzo[a,d,g]cyclononene ([1.1.1]orthocyclophane) 1, are discussed.
- Yamato,Sakaue,Tanaka,Tsuzuki
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p. 434 - 439
(2007/10/03)
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- Synthesis of indeno[1,2-b]phenanthrene-type heterocycles by cycloaromatization of acyclic non-conjugated benzotetraynes
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A novel and simple procedure for the preparation of 6-oxa-, 6-thia-, and 6-azaindeno[1,2-b]phenanthrenes (4) by thermal cycloaromatization of acyclic non-conjugated benzotetraynes (3) is described.
- Miyawaki, Kazuhiro,Ueno, Fukuko,Ueda, Ikuo
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p. 887 - 900
(2007/10/03)
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- Application of organolithium and related reagents in synthesis. Part 21. Synthetic strategies based on orthro-aromatic metallation. A concise regiospecific synthesis of arylnaphthalanes as precursors of naphthylisoquinoline alkaloids
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A novel procedure is described for synthesising regioselectively substituted biaryls such as 12. It involves converting phthalides 4, via cycloaddition of dimethyl acetylenedicarboxylate to 1-arylisobenzofurans 6, into dimethyl 1-arylnaphthalene-2,3-dicar
- Epsztajn, Jan,Jozwiak, Andrzej,Szczesniak, Aleksandra K.
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p. 2563 - 2567
(2007/10/03)
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- Cycloaromatization of a non-conjugated polyenyne system: Synthesis of 5H-benzo[d]fluoreno[3,2-b]pyrans via diradicals generated from 1-[2-{4-(2-alkoxymethylphenyl)butan-1,3-dinyl}]phenylpentan-2,4-diyn -1-ols and trapping evidence for the 1,2-didehydrobenzene diradical
-
Non-conjugated tetraynes 1 undergo thermal intramolecular cyclization to non-benzenoid diradicals (23) followed by radical cycloaromatization at 25°C to provide 7-dehydro-5H-benzo[d]fluoreno[3,2-b]pyran monoradical (24) and alkyl radicals (25). Hydrogen abstraction of 24 gives 5H-benzo[d]fluoreno[3,2-b]pyrans (3) which are converted to 4 by reaction with 25. On the other hand, 2 gives 5H-fluorenol (5), indicating the formation of 1,2-didehydrobenzene diradical intermediates (28 and 29). These radicals are trapped as the corresponding Diels-Alder-type products by reaction with an aromatic diene, anthracene.
- Miyawaki, Kazuhiro,Suzuki, Riho,Kawano, Tomikazu,Ueda, Ikuo
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p. 3943 - 3946
(2007/10/03)
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- PYRAZOLOPYRIMIDINE DERIVATIVES WHICH ARE ANGIOTENSIN II RECEPTOR ANTAGONISTS
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The present invention relates to the derivatives of the formula STR1 and their tautomeric forms, as well as their addition salts, and to their use in therapeutics, especially for the treatment and prevention of cardiovascular diseases and in particular for the treatment of hypertension, cardiac insufficiency and diseases of the arterial wall, especially atherosclerosis.
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- α-phenylacrylic acid derivatives, their preparation and their use for controlling pests and harmful fungi
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α-Phenylacrylic acid derivatives I STR1 n=0 to 4; y=a; R1 =H; alkyl; alkenyl; alkynyl; substituted or unsubstituted cycloalkyl; vinyl or ethynyl when W is a direct bond; R2 =CN; alkenyl; alkynyl; substituted or unsubstituted cycloalk
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- Imino-substituted phenyl derivatives, the preparation thereof and fungicides containing these
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Compound of the formula I STR1 where R is hydrogen or alkyl, R1 is hydrogen, alkyl, haloalkyl or aryl, Z1 and Z2 are hydrogen, halogen, alkoxy, alkenyloxy, cyano, nitro, haloalkyl, haloalkenyloxy, alkenyl, haloalkoxy, alky
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- Stereoselective Addition of R2CuLi to ortho-Substituted Methyl Cinnamates. Intramolecular Assistance and Solvent Effects
-
High chemical yields are obtained on the addition of the ortho-substituted enoates 1, 2, 3, and 4 to Me2CuLi or Ph2CuLi in non-coordinating solvents, CH2Cl2 or toluene.The results underline the strong effect of solvent on reactions between organocuprates
- Christenson, Beritte,Hallnemo, Gerd,Ullenius, Christina
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p. 4739 - 4752
(2007/10/02)
-
- Organic Reactions Catalyzed by Solid Superacids. 9. Friedel-Crafts Cyclobenzylation of Benzene with Bis-(hydroxymethyl)diarylalkanes Catalyzed by a Perfluorinated Sulfonic Acid Resin (Nafion-H)
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Cyclobenzylation of benzene using bis(hydroxymethyl)diarylmethanes (6) and bis(hydroxymethyl)diarylaethanes (14) in the presence of solid perfluorinated sulfonic acid resin, Nafion-H, as a catalyst results in novel bridged aromatic compounds, 10,15-dihydro-5H-tribenzocyclononenes (15) and metacyclophanes (17), respectively.The reactions were clean, and water that was formed as a by-product did not deactivate the catalyst.It was also found that cyclobenzylation products, methacyclophanes were not formed via the isomerization of the corresponding orthomethacyclophane (19) under the reaction conditions used.The posible mechanism of the reaction is also discussed.
- Yamato, Takehiko,Sakaue, Naozumi,Furusawa, Takashi,Tashiro, Masahi,Prakash, G.K.Surya,Olah, George A.
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p. 2414 - 2438
(2007/10/02)
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- Substrate regulation of product distribution in the reactions of aryl chromium carbene complexes with alkynes
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The reactions of arylcarbene complexes with alkynes were examined for six of the nine possible substitution patterns for mono- and dioxygenated aryl substituents of the carbene carbon. The product distributions were found to be highly dependent on a numbe
- Bos, Mary Ellen,Wulff, William D.,Miller, Ross A.,Chamberlin, Steven,Brandvold, Timothy A.
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p. 9293 - 9319
(2007/10/02)
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- Preparation of biaryl compounds
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A method for the preparation of biaryl compounds is disclosed which comprises contacting an aryl halide under conditions suitable to form a Grignard reagent and thereafter contacting the Grignard reagent with an aryl chloride in the presence of a catalyst comprising a nickel compound and a coordinating ligand under conditions suitable for the formation of biaryl compound. In an alternate embodiment of the present invention, biaryl compounds are prepared directly from aryl halides in a single reaction vessel by contacting aryl halide with elemental magnesium and a nickel catalyst comprising a nickel compound and a coordinating ligand in an aprotic, non-polar, ether-containing solvent system for a time and under conditions suitable for the formation of biaryl compound.
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- Preparation of biaryl compounds
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A method for the preparation of biaryl compounds is disclosed which comprises contacting an aryl halide with a tertiary-alkyl organometallic reagent (or the precursor components thereof) in the presence of a catalyst comprising a nickel compound and a coordinating ligand under conditions suitable for the formation of biaryl compound. In an alternative embodiment of the present invention, nickel(0) compounds are prepared from nickel(II) compounds by contacting a nickel(II) compound with a combination of an organophosphine and a bidentate nitrogen-containing coordinating ligand, and a tertiary-alkyl organometallic reagent (or the precursor components thereof) in an aprotic, non-polar, ether-containing solvent system for a time and under conditions suitable for the formation of nickel(0) compound.
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- Preparation of biaryl compounds
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A method for the preparation of biaryl compounds is disclosed which comprises contacting an aromatic halide in the presence of a catalyst comprising zerovalent nickel, a bidentate phosphorus-containing coordinating ligand and a reducing metal in a polar, aprotic solvent system for a time and under conditions suitable for the formation of biaryl compound.
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