- The One-pot Encapsulation of Palladium Complexes into Covalent Organic Frameworks Enables the Alkoxycarbonylation of Olefins
-
In this study, palladium-based heterogeneous catalysts were successfully prepared by encapsulating the palladium diphosphine complexes into an imine-linked 2D-COF (TPB-DMTP-COF) through a one pot self-assembly approach. It not only prevents the oxidation of phosphine-based ligand during the stepwise impregnation but also suppresses the coordination of imine linkers at the COF host to the palladium guest, thus enabling highly efficient encapsulation of the active bidentate phosphine chelated palladium complex by the widely explored imine-linked COF. Besides, the dosage of diphosphine ligand (Xantphos-SO3H, L) and the ratio of palladium to L in the preparation of [Pd]@COF hybrids can be readily adjusted under such one pot procedure to satisfy the requirement of crystallinity, porosity, active sites, and CO adsorption capacity for the catalytic performance in the methoxycarbonylation of olefins. The resultant [Pd]@COF-A-0.25-0.5 provides satisfied catalytic performance for both aliphatic and aromatic olefins with total esters up to 92.1 % under optimized conditions. These findings provide the basis for a novel design concept to design heterogeneous catalysts with high efficiency for reaction processes comprising the alkoxycarbonylation of olefins.
- Du, Yi-Ran,Guan, Peng-Xin,Liu, Hong-Ying,Wang, Yao-Feng,Xu, Bao-Hua,Yang, Xin
-
-
- Manganese-catalyzed homogeneous hydrogenation of ketones and conjugate reduction of α,β-unsaturated carboxylic acid derivatives: A chemoselective, robust, and phosphine-free in situ-protocol
-
We communicate a user-friendly and glove-box-free catalytic protocol for the manganese-catalyzed hydrogenation of ketones and conjugated C[dbnd]C[sbnd]bonds of esters and nitriles. The respective catalyst is readily assembled in situ from the privileged [Mn(CO)5Br] precursor and cheap 2-picolylamine. The catalytic transformations were performed in the presence of t-BuOK whereby the corresponding hydrogenation products were obtained in good to excellent yields. The described system offers a brisk and atom-efficient access to both secondary alcohols and saturated esters avoiding the use of oxygen-sensitive and expensive phosphine-based ligands.
- Topf, Christoph,Vielhaber, Thomas
-
-
- Aldehyde as a Traceless Directing Group for Regioselective C-H Alkylation Catalyzed by Rhodium(III) in Air
-
The aromatic aldehyde as a traceless directing group for the regionselective C-H alkylation catalyzed by rhodium(III) under aerobic atmospheric conditions has been developed. The process involves an aldehyde assisted direct addition of C-H bond to unsaturated electrophiles of acrylates or acrylic acids, and the subsequent decarbonylation. A trace amount of water is found to favor the reaction.
- Chen, Si-Qi,Fan, Juan,Li, Chao-Jun,Li, Xin-Ran,Liu, Zhong-Wen,Shi, Xian-Ying
-
supporting information
p. 1259 - 1264
(2020/03/13)
-
- Ni-catalyzed direct alcoholysis of N-acylpyrrole-type tertiary amides under mild conditions
-
N-Acylpyrrole-type amides are a class of versatile building blocks in asymmetric synthesis. We report that by employing Ni(COD)2/2,2′-bipyridine (5 mol%) catalytic system, the direct, catalytic alcoholysis of N-acylpyrrole-type aromatic and aliphatic amides with both primary and secondary alcohols can be achieved efficiently under very mild conditions (rt, 1 h) even at gram scale. By increasing the catalyst loading to 10 mol%, prolonging reaction time (18 h), and/or elevating reaction temperature to 50 °C/80 °C, the reaction could be extended to both complex and hindered N-acylpyrroles as well as to N-acylpyrazoles, Nacylindoles, and to other (functionalized) primary and secondary alcohols. In all cases, only 1.5 equiv. of alcohol were used. The value of the method has been demonstrated by the racemization-free, catalytic alcoholysis of chiral amides yielded from other asymmetric methodologies.
- Chen, Hang,Chen, Dong-Huang,Huang, Pei-Qiang
-
p. 370 - 376
(2020/03/03)
-
- Rhodium-Catalyzed Remote C(sp3)?H Borylation of Silyl Enol Ethers
-
A rhodium-catalyzed remote C(sp3)?H borylation of silyl enol ethers (SEEs, E/Z mixtures) by alkene isomerization and hydroboration is reported. The reaction exhibits mild reaction conditions and excellent functional-group tolerance. This method is compatible with an array of SEEs, including linear and branched SEEs derived from aldehydes and ketones, and provides direct access to a broad range of structurally diverse 1,n-borylethers in excellent regioselectivities and good yields. These compounds are precursors to various valuable chemicals, such as 1,n-diols and aminoalcohols.
- Li, Jie,Qu, Shuanglin,Zhao, Wanxiang
-
supporting information
p. 2360 - 2364
(2020/01/02)
-
- Iron-catalysed 1,2-aryl migration of tertiary azides
-
1,2-Aryl migration of α,α-diaryl tertiary azides was achieved by using the catalytic system of FeCl2/N-heterocyclic carbene (NHC) SIPr·HCl. The reaction generated aniline products in good yields after one-pot reduction of the migration-resultant imines.
- Wei, Kaijie,Yang, Tonghao,Chen, Qing,Liang, Siyu,Yu, Wei
-
supporting information
p. 11685 - 11688
(2020/10/19)
-
- Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins
-
The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.
- Alkayal, Anas,Buckley, Benjamin R.,Malkov, Andrei V.,Montanaro, Stephanie,Tabas, Volodymyr,Wright, Iain A.
-
supporting information
(2020/02/13)
-
- Palladium-Catalyzed Alkoxycarbonylation of sec-Benzylic Ethers
-
Herein, we report the palladium-catalyzed synthesis of 3-arylpropionate esters starting from secondary benzylic ethers. With this investigation it could be shown that ethers are suitable starting materials in addition to the established carbonylation reactions of olefins, alcohols, or aryl halides.
- Beller, Matthias,Jackstell, Ralf,Maes, Bert U. W.,Schneider, Carolin
-
supporting information
(2020/02/25)
-
- Cobalt(II)-Catalyzed Alkoxycarbonylation of Aliphatic Amines via C-N Bond Activation
-
The first cobalt-catalyzed deaminative alkoxycarbonylation reaction was described for the conversion of readily available primary alkyl amines to synthetically versatile esters with moderate to high yields. This transformation shows good functional group compatibility and can serve as a powerful tool for the modification of alkyl amine-containing complex natural products and drug molecules.
- Li, Chong-Liang,Jiang, Xuan,Lu, Liang-Qiu,Xiao, Wen-Jing,Wu, Xiao-Feng
-
supporting information
p. 6919 - 6923
(2019/09/07)
-
- Remote Functionalization of α,β-Unsaturated Carbonyls by Multimetallic Sequential Catalysis
-
The remote functionalization of α,β-unsaturated carbonyls by an array of multimetallic sequential catalytic systems is described. The reactions are triggered by hydrometalation using [Pd-H] or [Ru-H] isomerization catalysts and driven by the formation of thermodynamically more stable 1,2-vinyl arenes. The Pd-catalyzed deconjugative isomerization was combined with a Cu-catalyzed β-borylation of the transiently generated styrenyl derivatives to deliver a range of products that would not be accessible with the use of a single catalyst. [Pd/Cu] catalytic systems were also identified for the highly enantioselective α-hydroboration and α-hydroamination of the styrenyl intermediates. Difunctionalization simultaneously at the benzylic and homobenzylic positions was achieved by combining the isomerization process with Sharpless asymmetric dihydroxylation (SAD) using [Pd/Os] or [Ru/Os] couples. Starting from a simple α,β-unsaturated ester, an isomerization/dihydroxylation/lactonization sequence gave access to a naturally occurring γ-butyrolactone in good yield, with excellent diastereo- and enantioselectivity.
- Romano, Ciro,Fiorito, Daniele,Mazet, Clément
-
supporting information
p. 16983 - 16990
(2019/10/28)
-
- Comparison of Phenylacetates with Benzoates and Phenylpropanoates as Antifeedants for the Pine Weevil, Hylobius abietis
-
This study concludes an extensive investigation of antifeedants for the pine weevil, Hylobius abietis (Coleoptera: Curculionidae), an economically important pest of planted conifer seedlings. Building on the previously reported antifeedant effects of benzoates and phenylpropanoids (aromatic compounds with one- or three-carbon-atom substituents on the benzene ring), we here report the antifeedant effects of compounds with two-carbon-atom side chains (i.e., phenylacetates). We also present new results; the best antifeedants from the benzoate class were tested at 10-fold lower concentrations in order to find the optimal antifeedants. Generally, for all three compound classes, efficient antifeedants were found to have one or two methyl, chloro, or methoxy substituents on the aromatic ring. For monosubstituted phenylpropanoids, the substituent preferably should be in the para-position. In the search for synergistic antifeedant effects among the three compound classes, combinations of compounds from the three classes were tested in binary and ternary mixtures.
- Unelius, C. Rikard,Bohman, Bj?rn,Nordlander, G?ran
-
p. 11797 - 11805
(2018/11/21)
-
- Continuous flow hydrogenation of nitroarenes, azides and alkenes using maghemite-Pd nanocomposites
-
Maghemite-supported ultra-fine Pd (1-3 nm) nanoparticles, prepared by a simple co-precipitation method, find application in the catalytic continuous flow hydrogenation of nitroarenes, azides, and alkenes wherein they play an important role in the reduction of various functional groups on the surface of maghemite with catalyst loading (~6 wt% Pd). The salient features of the protocol include expeditious formation of reduced products in high yields under near ambient conditions with recycling of the catalyst (up to 12 cycles) without any decrease in selectivity and yield.
- Rathi, Anuj K.,Gawande, Manoj B.,Ranc, Vaclav,Pechousek, Jiri,Petr, Martin,Cepe, Klara,Varma, Rajender S.,Zboril, Radek
-
p. 152 - 160
(2015/12/31)
-
- New class of bioluminogenic probe based on bioluminescent enzyme-induced electron transfer: BioLeT
-
Bioluminescence imaging (BLI) has advantages for investigating biological phenomena in deep tissues of living animals, but few design strategies are available for functional bioluminescent substrates. We propose a new design strategy (designated as bioluminescent enzyme-induced electron transfer: BioLeT) for luciferin-based bioluminescence probes. Luminescence measurements of a series of aminoluciferin derivatives confirmed that bioluminescence can be controlled by means of BioLeT. Based on this concept, we developed bioluminescence probes for nitric oxide that enabled quantitative and sensitive detection even in vivo. Our design strategy should be applicable to develop a wide range of practically useful bioluminogenic probes.
- Takakura, Hideo,Kojima, Ryosuke,Kamiya, Mako,Kobayashi, Eiji,Komatsu, Toru,Ueno, Tasuku,Terai, Takuya,Hanaoka, Kenjiro,Nagano, Tetsuo,Urano, Yasuteru
-
supporting information
p. 4010 - 4013
(2015/04/14)
-
- Ansa-Ruthenium(II) Complexes of R2NSO2DPEN-(CH2)n(η6-Aryl) Conjugate Ligands for Asymmetric Transfer Hydrogenation of Aryl Ketones
-
New 3rd generation designer ansa-ruthenium(II) complexes featuring N,C-alkylene-tethered N,N-dialkylsulfamoyl-DPEN/η6-arene ligands, exhibited good catalytic performance in the asymmetric transfer hydrogenation (ATH) of various classes of (het)aryl ketones in formic acid/triethylamine mixture. In particular, benzo-fused cyclic ketones furnished 98 to >99.9% ee using a low catalyst loading.
- Ki?ic, Andrea,Stephan, Michel,Mohar, Barbara
-
supporting information
p. 2540 - 2546
(2015/08/18)
-
- Catechol-based substrates of chalcone synthase as a scaffold for novel inhibitors of PqsD
-
A new strategy for treating Pseudomonas aeruginosa infections could be disrupting the Pseudomonas Quinolone Signal (PQS) quorum sensing (QS) system. The goal is to impair communication among the cells and, hence, reduce the expression of virulence factors and the formation of biofilms. PqsD is an essential enzyme for the synthesis of PQS and shares some features with chalcone synthase (CHS2), an enzyme expressed in Medicago sativa. Both proteins are quite similar concerning the size of the active site, the catalytic residues and the electrostatic surface potential at the entrance of the substrate tunnel. Hence, we evaluated selected substrates of the vegetable enzyme as potential inhibitors of the bacterial protein. This similarity-guided approach led to the identification of a new class of PqsD inhibitors having a catechol structure as an essential feature for activity, a saturated linker with two or more carbons and an ester moiety bearing bulky substituents. The developed compounds showed PqsD inhibition with IC50 values in the single-digit micromolar range. The binding mode of these compounds was investigated by Surface Plasmon Resonance (SPR) experiments revealing that their interaction with the protein is not influenced by the presence of the anthranilic acid bound to active site cysteine. Importantly, some compounds reduced the signal molecule production in cellulo.
- Allegretta, Giuseppe,Weidel, Elisabeth,Empting, Martin,Hartmann, Rolf W.
-
p. 351 - 359
(2015/02/19)
-
- A recyclable CO surrogate in regioselective alkoxycarbonylation of alkenes: Indirect use of carbon dioxide
-
Herein, we report a Pd-catalysed alkoxycarbonylation of alkenes based on the use of a recyclable CO2 reduction product, the crystalline and air-stable N-formylsaccharin, as a CO surrogate. The carbonylation proceeds under ambient conditions in an exceptionally complementary regioselective fashion yielding the desired branched products from styrene derivatives and valuable linear esters from alkyl-substituted alkenes.
- Gehrtz,Hirschbeck,Fleischer
-
supporting information
p. 12574 - 12577
(2015/08/06)
-
- Photodriven Transfer Hydrogenation of Olefins
-
An improved practical method for the photodriven diimide reduction of olefins was investigated. This catalyst-free procedure proceeds at ambient temperature, utilizes air as oxidant and a lower hydrazine loading, and produces inert nitrogen gas as the sole byproduct. Several functional groups were tolerated, and in some cases, the reaction was chemoselective. Challenging substrates such as cinnamate ester derivatives and trans-stilbene were reduced in excellent yields. The small amount of UVA rays emitted from a household compact fluorescent light bulb was proposed to enable the cis/trans isomerization of the diimide and to promote the loss of hydrogen from the diimide.
- Leow, Dasheng,Chen, Ying-Ho,Hung, Tzu-Hang,Su, Ying,Lin, Yi-Zhen
-
p. 7347 - 7352
(2016/02/18)
-
- Removal of human ether-à-go-go related gene (hERG) K+ channel affinity through rigidity: A case of clofilium analogues
-
Cardiotoxicity is a side effect that plagues modern drug design and is very often due to the off-target blockade of the human ether-à-go-go related gene (hERG) potassium channel. To better understand the structural determinants of this blockade, we design
- Louvel, Julien,Carvalho, Jo?o F.S.,Yu, Zhiyi,Soethoudt, Marjolein,Lenselink, Eelke B.,Klaasse, Elisabeth,Brussee, Johannes,Ijzerman, Adriaan P.
-
supporting information
p. 9427 - 9440
(2014/01/06)
-
- Catalytic asymmetric cross-dehydrogenative coupling: Activation of C-H bonds by a cooperative bimetallic catalyst system
-
A cooperative bimetallic catalyst system was applied in the catalytic asymmetric cross-dehydrogenative coupling of β-ketoesters and xanthene. Various optically active xanthene derivatives bearing a quaternary stereogenic carbon center were obtained in moderate to good yields (up to 90%) with excellent enantioselectivities (up to 99% ee). Meanwhile, a transition-state model was proposed to explain the origin of the asymmetric induction.
- Cao, Weidi,Liu, Xiaohua,Peng, Ruixue,He, Peng,Lin, Lili,Feng, Xiaoming
-
supporting information
p. 3470 - 3472
(2013/05/23)
-
- Visible light-induced selective generation of radicals from organoborates by photoredox catalysis
-
A new strategy for the generation of carbon-centered radicals via oxidation of alkyl-, allyl-, benzyl- and arylborates by visible-light-driven single electron transfer (SET) photoredox catalysis has been established. The generated radicals smoothly react with TEMPO and electron-deficient alkenes to afford C-O and C-C coupling products, respectively. In this radical initiating system, cyclic organo(triol)borates turn out to be useful radical precursors.
- Yasu, Yusuke,Koike, Takashi,Akita, Munetaka
-
supporting information
p. 3414 - 3420
(2013/02/25)
-
- Nickel-catalyzed reductive hydroesterification of styrenes using CO 2 and MeOH
-
Complexes [(dippe)Ni(μ-H)]2 (A) (dippe = 1,2-bis-di- isopropylphosphino)ethane) and [(dtbpe)Ni(μ-H)]2 (B) (dtbpe = 1,2-bis-di-tert-butylphospino)ethane) catalyze the reductive hydroesterification of styrenes with the use of CO2 and MeOH. The latter acts as a hydrogen source and as an esterificating agent, to yield the corresponding branched and linear esters in moderate to good yields. In all of the studied reactions the linear esters were obtained in higher amounts than the branched ones. When the hydroesterification reaction was carried out using a stoichiometric metal/substrate ratio, the complexes [(P-P)Ni(CO)2] and [(P-P)Ni(CO3)] (P-P = dippe or dtbpe) were isolated and characterized by standard spectroscopic methods. Compounds [(dtbpe)Ni(CO) 2] and [(dtbpe)Ni(CO3)] were also fully characterized by single-crystal X-ray diffraction.
- Gonzalez-Sebastian, Lucero,Flores-Alamo, Marcos,Garcia, Juventino J.
-
p. 8200 - 8207
(2013/02/22)
-
- Efficient cobalt(ii) phthalocyanine-catalyzed reduction of flavones with sodium borohydride
-
Efficient and facile reductions of flavones with sodium borohydride (NaBH4) catalyzed by cobalt(ii) phthalocyanines afford cis-flavan-4-ols in 89-97% yields.
- Kumari, Pratibha,Poonam,Chauhan, Shive M. S.
-
supporting information; experimental part
p. 6397 - 6399
(2010/03/04)
-
- Structure-activity relationships of phenylpropanoids as antifeedants for the pine weevil Hylobius abietis
-
Ethyl cinnamate has been isolated from the bark of Pinus contorta in the search for antifeedants for the pine weevil, Hylobius abietis. Based on this lead compound, a number of structurally related compounds were synthesized and tested. The usability of the Topliss scheme, a flow diagram previously used in numerous structure-activity relationship (SAR) studies, was evaluated in an attempt to find the most potent antifeedants. The scheme was initially followed stepwise; subsequently, all compounds found in the scheme were compared. In total, 51 phenylpropanoids were tested and analyzed for SARs by using arguments from the field of medicinal chemistry (rational drug design). Individual Hansch parameters based on hydrophobicity, steric, and electronic properties were examined. The effects of position and numbers of substituents on the aromatic ring, the effects of conjugation in the molecules, and the effects of the properties of the parent alcohol part of the esters were also evaluated. It proved difficult to find strong SARs derived from single physicochemical descriptors, but our study led to numerous new, potent, phenylpropanoid antifeedants for the pine weevil. Among the most potent were methyl 3-phenylpropanoates monosubstituted with chloro, fluoro, or methyl groups and the 3,4-dichlorinated methyl 3-phenylpropanoate.
- Bohman,Nordlander,Nordenhem,Sunnerheim,Borg-Karlson,Unelius
-
p. 339 - 352
(2008/09/18)
-
- Quantitative structure-activity relationships of pine weevil antifeedants, a multivariate approach
-
Antifeedant activity of mainly phenylpropanoic, cinnamic, and benzoic acids esters was tested on the pine weevil, Hylobius abietis (L.). Of 105 compounds screened for activity, 9 phenylpropanoates, 3 cinnamates, and 4 benzoates were found to be highly active antifeedants. To understand the structure-activity relationships of these compounds, a multivariate analysis study was performed. A number of molecular and substituent descriptors were calculated and correlated to results from two-choice feeding tests with H. abietis. Three local models were developed that had good internal predictive ability. External test sets showed moderate predictivity. In general, low polarity, small size, and high lipophilicity were characteristics for compounds having good antifeedant activity.
- Sunnerheim, Kerstin,Nordqvist, Anneli,Nordlander, Goeran,Borg-Karlson, Anna-Karin,Unelius, C. Rickard,Bohman, Bjoern,Nordenhem, Henrik,Hellqvist, Claes,Karlen, Anders
-
p. 9365 - 9372
(2008/03/17)
-
- Intermolecular rhodium-catalyzed carbometalation/Heck-type reaction in water
-
(Chemical Equation Presented) Only in water: A fully intermolecular rhodium-catalyzed domino coupling reaction, in which aryl boronic acids react with alkynes and acrylates to afford substituted 1,3-dienes, can only be successfully carried out in water. The reaction predominantly provides 1,4-addition products in aqueous THF and Heck-type addition products in a homogenized system with sodium decyl sulfate. cod = 1,5-cyclooctadiene.
- Kurahashi, Takuya,Shinokubo, Hiroshi,Osuka, Atsuhiro
-
p. 6336 - 6338
(2007/10/03)
-
- NOVEL 2-OXO-HETEROCYCLIC COMPOUNDS AND THE PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAME
-
The present invention is related to new 2-oxo-cyclic compound the process for preparing them and a pharmaceutical composition comprising the same. The present invention provides a pharmaceutical composition for preventing and treating the inflammatory
- -
-
-
- Synthesis and in vitro evaluation of human FP-receptor selective prostaglandin analogues
-
The in vitro evaluation of a series of saturated prostaglandins revealed that compounds with omega chin aromatic rings retain nanomolar potency for the human prostaglandin F receptor (hFP receptor), exemplified by compound 8. In contrast, the double bonds are required for activity in the series with an acyclic omega chain as in PGF(2α). (C) 2000 Published by Elsevier Science Ltd.
- DeLong, Mitchell A.,Amburgey, Jack,Taylor, Cynthia,Wos, John A.,Soper, David L.,Wang, Yili,Hicks, Renee
-
p. 1519 - 1522
(2007/10/03)
-
- Palladium-Catalyzed Cross-Coupling Reaction of Alkyltrifluorosilanes with Aryl Halides
-
A cross-coupling reaction of alkyltrifluorosilanes with aryl halides was achieved using a catalytic amount of tetrakis-(triphenylphosphine)palladium(0) and excess of tetrabutylammonium fluoride (TBAF) at 100°C with high chemoselectitvity. Functional groups like nitro, ketone carbonyl, and formyl tolerated the coupling conditions. Because potassium(18-crown-6) alkyltetrafluorosilicates also underwent a cross-coupling reaction in the presence of an additional molar amount of TBAF, the active species of the coupling reaction was assumed to be pentacoordinate silicates. TBAF in excess was considered to be required for trapping the tetrafluorosilane produced in the catalytic cycle of the cross-coupling reaction.
- Matsuhashi, Hayao,Asai, Satoshi,Hirabayashi, Kazunori,Hatanaka, Yasuo,Mori, Atsunori,Hiyama, Tamejiro
-
p. 437 - 444
(2007/10/03)
-
- AlCl3-DMF Complex as Catalyst in the Fredel-Crafts Reaction. The Reactivity of Anhydrides and Chlorides of Dicarboxylic Acids.
-
This paper reports different examples of Friedel-Crafts acylation of various substrates with dicarboxylic acid chlorides (phthalic, isophthalic, and malonyl synthons) in the presence of the AlCl3-DMF complex as catalyst.When we reacted 2(3H)-benzothiazolone with phthalic anhydride in the presence of the AlCl3-DMF complex as catalyst in addition to the product of 6-substitution, 4-(2-carboxybenzoyl) 2(3H)-benzothiazolone was obtained as a contaminant.This is the first product ever obtained with a 4-substitution in the acylation of 2(3H)-benzothiazolone.
- Taverne, Thierry,Depreux, Patrick,Lasieur, Daniel,Henichart, Jean-Pierre,Poupaert, Jacques H.
-
p. 791 - 802
(2007/10/03)
-
- Palladium catalyzed cross-coupling reaction of functionalized alkyltrifluorosilanes with aryl halides
-
A variety of alkyltrifluorosilanes were found to couple with aryl halides in the presence of Pd(PPh3)4 catalyst and tetrabutylammonium fluoride (TBAF) to give the corresponding cross-coupled products in moderate to good yields.
- Matsuhashi, Hayao,Kuroboshi, Manabu,Hatanaka, Yasuo,Hiyama, Tamejiro
-
p. 6507 - 6510
(2007/10/02)
-
- Free-Radical Coupling of Alkyl and Aryl Halides with Electron-Deficient Alkenes Mediated by Chromium(II) Complexes
-
Free radicals generated from organic halides and (ethylenediamine)chromium(II) complexes in DMF are trapped by electron-deficient olefins.The coupling reactions of alkyl halides, described in Part I, are extended and, in addition, aryl halides are shown to be efficient radical precursors to yield coupling products in good yield. Key Words: Bond formation, C-C/ Chromium(II) complexes/ Radicals
- Tashtoush, Hasan I.,Sustmann, Reiner
-
p. 1759 - 1762
(2007/10/02)
-
- C=C Double Bond Insertion in Catalytic C-H Activation. Dehydrogenative Cross Coupling of Arenes with Olefins
-
The reaction of benzene with methyl acrylate and ethylene catalyzed by RhCl(CO)(PMe3)2 under irradiation gave methyl cinnamate and styrene, respectively.The reaction of toluene afforded meta-substituted isomers as major products.
- Sasaki, Koushi,Sakakura, Toshiyasu,Tokunaga, Yuko,Wada, Keisuke,Tanaka, Masato
-
p. 685 - 688
(2007/10/02)
-