- Suzuki–Miyaura Cross-Coupling in Aqueous Medium Using Recyclable Palladium/Amide-Silica Catalyst
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Abstract: Silica-immobilized benzamide palladium complex was prepared and characterized. The complex exhibits excellent catalytic activity and stability for Suzuki–Miyaura cross-coupling reaction under mild aqueous reaction condition. Various aryl bromide
- Mondal, Manoj,Dewan, Anindita,Begum, Tahshina,Gogoi, Pradip K.,Thakur, Ashim Jyoti,Bora, Utpal
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- New progress in the cobalt-catalysed synthesis of aromatic organozinc compounds by reduction of aromatic halides by zinc dust
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The experimental conditions of the cobalt-catalysed synthesis of aromatic organozinc species from the corresponding bromides have been optimised. The preparation of numerous aromatic organozinc reagents under these optimised conditions is reported, with y
- Kazmierski, Igor,Gosmini, Corinne,Paris, Jean-Marc,Périchon, Jacques
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- Rapid Suzuki-Miyaura cross-coupling reaction catalyzed by zirconium carboxyphosphonate supported mixed valent Pd(0)/Pd(II) catalyst
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Mixed valent Pd(0)/Pd(II) nano-sized aggregates supported onto a chemically robust layered zirconium carboxyphosphonate framework is prepared and its catalytic activity in Suzuki-Miyaura cross coupling reaction is explored. The exceptionally high catalytic efficacy of the heterogeneous catalyst in Suzuki-Miyaura cross coupling reaction is signified by remarkably short reaction time 2?minutes and high turnover frequency of 1.3 x 104?hr?1. The catalyst can be recycled several times without significant loss of catalytic efficacy, while spectroscopic, structural and microscopic investigations suggest the integrity of the catalyst even after fifth catalytic cycle. The unique ability of the zirconium carboxyphosphonate framework to interact strongly with palladium in dual Pd(0)/Pd(II) oxidation states has been attributed to this remarkable augmentation of catalytic efficacy.
- Bhattacharyya, Bagmita,Biswas, Jyoti Prasad,Mishra, Shashank,Gogoi, Nayanmoni
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- Small molecules that regulate zymosan phagocytosis of macrophage through deactivation of Rho GTPases
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Phagocytosis and subsequent degradation of pathogens by macrophages play a pivotal role in host innate immune response to microbial infections. To find small molecule regulators for the investigation of complicated phagocytic process, we screened our in-h
- Bang, Joon Seok,Kim, Young Jin,Song, Jiho,Yoo, Jong-Sun,Lee, Seul,Lee, Mi Ji,Min, Hyeyoung,Hwang, Kwang Woo,Min, Kyung Hoon
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- A Highly Efficient Monophosphine Ligand for Parts per Million Levels Pd-Catalyzed Suzuki–Miyaura Coupling of (Hetero)Aryl Chlorides
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A new indolylphosphine WK-phos has been synthesized for Pd-catalyzed Suzuki–Miyaura coupling of (hetero)aryl chlorides with (alkyl)arylboronic acids. Comprising this newly developed ligand with palladium(II) acetate, the resulting catalyst system was found to be highly effective in facilitating the reaction even when the catalyst loading reaches parts per million levels (e.g. 10 ppm). These examples represent one of the lowest catalyst loadings reported to date of employing monophosphine (e.g. Ar-PCy2) for Suzuki–Miyaura reactions. The ligand geometry has also been well-characterized by single-crystal X-ray crystallography.
- Choy, Pui Ying,Yuen, On Ying,Leung, Man Pan,Chow, Wing Kin,Kwong, Fuk Yee
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p. 2846 - 2853
(2020/04/09)
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- NaH-mediated direct C-H arylation in the presence of 1,10-phenanthroline
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Transition-metal-free coupling of haloarenes with unactivated arenes has been developed in the presence of NaH and 1,10-phenanthroline. Various haloarenes bearing methyl, methoxy, halogen (fluoride, chloride, and bromide), cyano, trifluoromethyl, ester, and amide groups can be cross-coupled with unactivated arenes, or heteroarenes in this reaction.
- Nozawa-Kumada, Kanako,Iwakawa, Yuki,Onuma, So,Shigeno, Masanori,Kondo, Yoshinori
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supporting information
p. 7773 - 7776
(2020/07/27)
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- LiCl-Accelerated multimetallic cross-coupling of aryl chlorides with aryl triflates
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While the synthesis of biaryls has advanced rapidly in the past decades, cross-Ullman couplings of aryl chlorides, the most abundant aryl electrophiles, have remained elusive. Reported here is the first general cross-Ullman coupling of aryl chlorides with aryl triflates. The selectivity challenge associated with coupling an inert electrophile with a reactive one is overcome using a multimetallic strategy with the appropriate choice of additive. Studies demonstrate that LiCl is essential for effective cross-coupling by accelerating the reduction of Ni(II) to Ni(0) and counteracting autoinhibition of reduction at Zn(0) by Zn(II) salts. The modified conditions tolerate a variety of functional groups on either coupling partner (42 examples), and examples include a three-step synthesis of flurbiprofen.
- Huang, Liangbin,Ackerman, Laura K. G.,Kang, Kai,Parsons, Astrid M.,Weix, Daniel J.
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supporting information
p. 10978 - 10983
(2019/08/07)
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- Practical Ni-Catalyzed Cross-Coupling of Unsaturated Zinc Pivalates with Unsaturated Nonaflates and Triflates
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A practical nickel-catalyzed cross-coupling of (hetero)aryl or alkynylzinc pivalates with various unsaturated nonaflates or triflates is described. Organozinc pivalates allow these cross-couplings to take place with high yields and a low catalyst loading (0.5 mol %). Couplings with (E)- and (Z)-alkenyl triflates proceed with retention of configuration.
- Hofmayer, Maximilian S.,Lutter, Ferdinand H.,Grokenberger, Lucie,Hammann, Jeffrey M.,Knochel, Paul
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supporting information
p. 36 - 39
(2019/01/04)
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- A Molecular/Heterogeneous Nickel Catalyst for Suzuki-Miyaura Coupling
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A molecular/heterogeneous catalyst motif based on an earth abundant nickel catalyst and SiO2 support has been designed and synthesized. Characterization and catalytic testing indicate that the molecular nickel catalyst [(2,2′:6′,2′′-terpyridine-4′-benzoic acid)Ni(II)]Cl2 attached to a high surface area SiO2 support is the active cross-coupling catalyst and increased product yields are a result of increased molecular stability of the catalyst while attached to the SiO2 support. This molecular/heterogeneous motif is easily separated from reaction mixtures and can be recycled for multiple catalytic reactions. The catalyst is active for Suzuki-Miyaura catalysis at catalyst loadings as low as 0.1 mol %, and turnover numbers nearing 2000 have been achieved.
- Key, Ryan J.,Tengco, John Meynard M.,Smith, Mark D.,Vannucci, Aaron K.
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p. 2007 - 2014
(2019/05/16)
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- Picolinamide modified β-cyclodextrin/Pd (II) complex: Asupramolecular catalyst for Suzuki-Miyaura coupling of aryl, benzyl and allyl halides with arylboronic acids in water
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Novel supramolecular catalysts for Suzuki-Miyaura coupling were prepared and characterized by NMR, FT-IR, TEM, XRD, TGA, and XPS. The resulting picolinamide-modified β-cyclodextrin/Pd(II) complex (Pd(II)@PCA-β-CD) showed very efficient catalytic activity for Suzuki-Miyaura coupling of aryl, benzyl, and allyl halides with arylboronic acids in an environmentally benign aqueous solution. Various organic halides including chlorides can produce good to excellent yields with phenyl-boronic acid and a catalytic amount of Pd(II)@PCA-β-CD. This hydro-soluble catalyst was capable of being reused for at least eight runs with only a slight loss of catalytic activity. A putative mechanism of the Pd(II)/Pd(IV) catalytic cycle was also explored and calculated by ab initio QM/MM methods.
- Luo, Kaixiu,Zhang, Lu,Yang, Rui,Jin, Yi,Lin, Jun
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p. 200 - 210
(2018/08/09)
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- Urea-based organocatalyst catalyzed direct C–H bond arylations of unactivated arenes
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A simple 1,3-diethylurea was demonstrated to catalyze transition-metal-free arylations of unactivated aromatic C–H bonds with aryl iodides in the presence of t-BuOK. A broad range of aryl iodides with different arenes could couple in moderate to excellent yields. The mechanistic experiment results indicated that the radical is involved in this transformation.
- Zhao, Huaiqing,Xu, Xiangwen,Wu, Wei,Zhang, Wei,Zhang, Yunxian
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- Phosphine ligand for indole skeleton as well as preparation method and application of phosphine ligand
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The invention provides a phosphine ligand for a 3-(disubstituted phosphino)-1-alkyl-2-substituted phenyl-indole skeleton as well as a preparation method and application of the phosphine ligand. The structure of the phosphine ligand for the 3-(disubstituted phosphino)-1-alkyl-2-substituted phenyl-indole skeleton is shown as the following formula I: (shown in the description), wherein Z is carbon or nitrogen, R is alkyl, substituted alkyl, olefin, aryl or fluorine, R1 is alkyl, substituted alkyl or aryl, R2 is alkyl, substituted alkyl or fluorine, and R3 is alkyl, substituted alkyl or aryl.
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Paragraph 0221-0225; 0227
(2017/12/30)
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- A Robust and Broadly Applicable Cobalt-Catalyzed Cross-Coupling of Functionalized Bench-Stable Organozinc Pivalates with Unsaturated Halides
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We report a robust and broadly applicable CoCl2-catalyzed cross-coupling between functionalized aryl and heteroaryl zinc pivalates and various electron-poor aryl and heteroaryl halides (X=Cl, Br, I). Couplings with (E)- or (Z)-bromo- or iodo-alkenes proceed with retention of configuration. Also, alkynyl bromides react with arylzinc pivalates providing arylated alkynes.
- Hammann, Jeffrey M.,Lutter, Ferdinand H.,Haas, Diana,Knochel, Paul
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p. 1082 - 1086
(2017/01/18)
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- An immobilized symmetrical bis-(NHC) palladium complex as a highly efficient and recyclable Suzuki-Miyaura catalyst in aerobic aqueous media
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A bis-N-heterocyclic carbene (NHC) functionalized with chloropropyltriethoxysilane over silica was used to synthesize a well-defined immobilized palladium complex. This complex is a suitable and easily retrievable catalyst for Suzuki-Miyaura cross-coupling reactions under mild aqueous conditions. Excellent yields and conversions were obtained with low palladium loadings (down to 0.03 mol% Pd). The catalyst can be reused up to six cycles without the loss of its activity. The catalytic role of the NHC complex of palladium during coupling between bromobenzene and phenylboronic acid was investigated theoretically. The oxidative addition step is predicted to be endothermic in agreement with the experimental conditions.
- Begum, Tahshina,Mondal, Manoj,Borpuzari, Manash Protim,Kar, Rahul,Kalita, Golap,Gogoi, Pradip K.,Bora, Utpal
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supporting information
p. 539 - 546
(2017/01/10)
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- A Foldamer-Based Organocatalyst for Direct Arylations of Unactivated Arenes
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It was demonstrated that a simple yet well-folded pyridone dimer, possessing two convergently aligned electron-rich O atoms for potassium binding, can serve as a highly efficient organocatalyst for catalyzing transition-metal-free arylations of unactivated aromatic C-H bonds with aryl halides in the presence of t-BuOK. A wide range of aryl iodides could be cross-coupled with unactivated arenes in moderate to excellent yields. The experiments using radical-scavenging reagents confirm the participation of radicals in this catalytic transformation.
- Zhao, Huaiqing,Shen, Jie,Ren, Changliang,Zeng, Wei,Zeng, Huaqiang
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supporting information
p. 2190 - 2193
(2017/04/28)
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- Modular Approach to Heterogenous Catalysis. Manipulation of Cross-Coupling Catalyst Activity
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A new type of robust, heterogeneous, modular Pd catalyst with metal embedded in the gel matrix is presented. The regulatory element of its catalytic activity has been introduced via chemical changes in the gel. The concept is illustrated in a series of Suzuki-Miyaura cross-coupling reactions. The demonstrated catalyst activity variations depend on the structure of the gel.
- Stibingerova, Iva,Voltrova, Svatava,Kocova, Sarka,Lindale, Matthew,Srogl, Jiri
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supporting information
p. 312 - 315
(2016/02/03)
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- Novel biphenyl-3-carboxamide derivatives or salt thereof and pharmaceutical composition for treating or preventing autoimmune diseases comprising the same
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The present invention refers to novel biphenyl-3-carboxamide amide derivatives or a salt thereof and a self effect because of having immunosuppressive effect and the treatment of auto-immune diseases in relates to pharmaceutical compositions for the treat
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Paragraph 0037; 0058; 0065-0066; 0106-0108
(2021/10/21)
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- Palladium-Schiff-base-silica framework as a robust and recyclable catalyst for Suzuki-Miyaura cross-coupling in aqueous media
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A silica supported palladium catalyst, Pd@imine-SiO2 was prepared by immobilizing Pd(OAc)2 onto silica gel through coordination of imine, generated via Schiff-base condensation between 3-aminopropyltriethoxysilane (APTES) functionalized silica gel and salicylaldehyde. The prepared catalyst was characterized by FT-IR, BET surface area measurements, XRD, SEM-EDX, EDS-mapping and ICP-AES analysis. The imine-based catalyst exhibited excellent activity in the Suzuki-Miyaura cross-coupling reactions of aryl bromides with arylboronic acids in iPrOH/H2O (1:1) at room temperature. The reaction proceeds under mild reaction conditions and the catalyst is recyclable, thus offering an environmentally benign alternative to the existing protocols.
- Begum, Tahshina,Mondal, Manoj,Gogoi, Pradip K.,Bora, Utpal
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p. 38085 - 38092
(2015/06/25)
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- Photoinduced C-H direct arylation of unactivated arenes
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Two general protocols have been developed for the photoinduced, metal-free direct arylation of unactivated arenes with aryl iodide. Both methods gave good to excellent yields for most substrates. Notably, the C-F bond in method A and the C-F, C-Cl, and C-Br bonds in method B could survive the arylation reaction. These methods offered excellent options for syntheses of biaryls.
- Kan, Jian,Huang, Shijun,Zhao, Huaiqing,Lin, Jin,Su, Weiping
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p. 1329 - 1333
(2015/08/06)
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- Synthesis, characterization and X-ray structures of N-heterocyclic carbene palladium complexes based on calix[4]arenes: Highly efficient catalysts towards Suzuki-Miyaura cross-coupling reactions
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A new series of calix[4]arene supported N-heterocyclic carbene palladium complexes were developed and fully characterized. A mono-substituted calix[4]arene was prepared through conventional procedures, following with the attachment of imidazolyl derivative groups to compose the precursors of novel NHCs ligands. Undergoing the alkylation with n-butylbromide and corresponding metallation with palladium and pyridine, original complexes were obtained. After a full characterization in solution and solid state, the evaluation of catalytic activity was taken out in Suzuki-Miyaura cross-coupling reactions, which revealed good performances.
- Ren, Hui,Xu, Yong,Jeanneau, Erwann,Bonnamour, Isabelle,Tu, Tao,Darbost, Ulrich
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p. 2829 - 2837
(2014/04/17)
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- Direct C-H arylations of unactivated arenes catalyzed by amido-functionalized imidazolium salts
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The synthesis of biaryls from unactivated arenes and a broad range of aryl bromides and chlorides via the direct C-H functionalization can be efficiently performed with the aid of amido-functionalized imidazolium salts as organocatalysts. This method avoids the use of toxic transition metal catalysts and organometallic reagents.
- Ghosh, Debalina,Lee, Jhen-Yi,Liu, Chian-Yu,Chiang, Yen-Hsin,Lee, Hon Man
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supporting information
p. 406 - 410
(2014/05/20)
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- A macrocyclic aromatic pyridone pentamer as a highly efficient organocatalyst for the direct arylations of unactivated arenes
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A macrocyclic aromatic pyridone pentamer was shown to catalyze highly efficient transition-metal-free arylations of unactivated aromatic C-H bonds with aryl iodides and bromides in the presence of potassium tert-butoxide. The Royal Society of Chemistry.
- Zhao, Huaiqing,Shen, Jie,Guo, Juanjuan,Ye, Ruijuan,Zeng, Huaqiang
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supporting information
p. 2323 - 2325
(2013/06/26)
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- Proline catalyzes direct C-H arylations of unactivated arenes
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Several amino acids were tested to catalyze the transition-metal-free direct C-H arylation of unactivated benzene derivatives. Among them, proline was found to be an excellent catalyst for the cross-coupling between aryl halides and unactivated arenes. The reaction presumably involves an aryl radical anion as the intermediate based on several experiments. The reaction using this catalyst system offers an option toward establishing an environmentally benign and cost-effective route to biaryls.
- Tanimoro, Kouichi,Ueno, Minoru,Takeda, Kazutaka,Kirihata, Mitsunori,Tanimori, Shinji
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p. 7844 - 7849
(2013/01/15)
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- Palladium-catalyzed borylation of aryl mesylates and tosylates and their applications in one-pot sequential suzuki-miyaura biaryl synthesis
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Top of the one-pots! The first palladium-catalyzed borylation of aryl tosylates and mesylates is described. The reaction conditions are mild and provide excellent functional-group compatibility (e.g., R=CN, CHO, COOMe, C(O)R, NH2, or NH-indole; see scheme). Pd/MeO-CM-phos allows one-pot sequential reactions in the preparation of unsymmetrical biaryls. Copyright
- Chow, Wing Kin,So, Chau Ming,Lau, Chak Po,Kwong, Fuk Yee
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p. 6913 - 6917
(2011/08/03)
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- Competitive and selective Csp3-Br versus Csp2-Br bond activation in palladium-catalysed Suzuki cross-coupling: An experimental and theoretical study of the role of phosphine ligands
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Phosphine ligands have been demonstrated to have an effect on reactivity and selectivity in the competitive intramolecular palladium-catalysed Suzuki-Miyaura coupling of dibromo sulfoxide 1a possessing two different hybridised electrophilic carbons. It was found that the bromine bond to the sp3-hybridised carbon is selectively replaced in the presence of unhindered phosphines such as PPh3 or xantphos. The use of hindered phosphine ligands such as P(o-tol)3 and P(1-naphthyl)3 reversed the selectivity, conducting the cross-coupling at the Csp 2-Br. Identical trends were observed in external competition experiments carried out with bromomethyl sulfoxide and different substituted bromoarenes. DFT and DFT/MM calculations showed that the selectivity observed is mainly due to the different facility of the ligands to dissociate. Bisphosphine catalysts favour coupling at the sp3 carbon, whereas monophosphine catalysts prefer the sp2 carbon. Customised catalysts: Proper selection of the phosphine ligand in the palladium catalyst enables a highly intra- and intermolecular selective Suzuki-Miyaura coupling at either Csp 3-Br or Csp2-Br (see figure). DFT and DFT/MM calculations show that the selectivity observed is mainly due to the different facilities of the ligands for dissociation. Copyright
- Mollar, Cristian,Besora, Maria,Maseras, Feliu,Asensio, Gregorio,Medio-Simon, Mercedes
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supporting information; experimental part
p. 13390 - 13397
(2011/02/24)
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- Tert-butoxide-mediated arylation of benzene with aryl halides in the presence of a catalytic 1,10-phenanthroline derivative
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Sodium tert-butoxide mediates the coupling of aryl halides with benzene derivatives without the aid of transition metal catalysts but with a catalytic 1,10-phenanthroline derivative.
- Shirakawa, Eiji,Itoh, Ken-Ichi,Higashino, Tomohiro,Hayashi, Tamio
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supporting information; experimental part
p. 15537 - 15539
(2010/12/30)
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- Palladium-catalyzed reactions of arylindium reagents prepared directly from aryl iodides and indium metal
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(Chemical Equation Presented) Treatment of aryl iodides with indium metal in the presence of lithium chloride leads to the formation of an organoindium reagent capable of participating in cross-coupling reactions under transition-metal catalysis. Combination with aryl halides in the presence of 5 mol % Cl2Pd(dppf) furnishes biaryl compounds in good yields; similarly, reaction with acyl halides or allylic acetates/carbonates in the presence of 5-10 mol % palladium catalyst leads to arylketones and allylic substitution products, respectively, in moderate yields. The reactions are tolerant of the presence of protic solvents, and ~85% of the indium metal employed can be recovered by reduction of the residual indium salts with zinc(0).
- Papoian, Vardan,Minehan, Thomas
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supporting information; experimental part
p. 7376 - 7379
(2009/05/07)
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- A new palladium catalyzed protocol for atom-efficient cross-coupling reactions of?triarylbismuths with aryl halides and triflates
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A new palladium catalyzed protocol for an atom-efficient cross-coupling reaction of triarylbismuths with aryl halides and triflates has been described. The palladium catalytic system with Cs2CO3 base was found to be very efficient in DMA solvent to furnish excellent yields of cross-coupled functionalized biaryls in short reaction times.
- Rao, Maddali L.N.,Jadhav, Deepak N.,Banerjee, Debasis
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p. 5762 - 5772
(2008/09/21)
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- Palladium catalyzed atom-efficient cross-coupling reactions of triarylbismuths with aryl iodides and aryl triflates
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The atom-efficient cross-coupling of triarylbismuths with aryl iodides or aryl triflates using catalytic Pd(OAc)2/PPh3 and K3PO4 as base in DMF at 90 °C to afford the corresponding functionalized biaryls in high yields is reported.
- Rao, Maddali L.N.,Banerjee, Debasis,Jadhav, Deepak N.
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p. 6644 - 6647
(2008/03/12)
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- Self-supported heterogeneous star-shaped oxime-palladacycle catalysts for the Suzuki coupling reactions
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A novel strategy to synthesize heterogeneous star-shaped oxime-palladacycle catalysts, which exhibited good catalytic activity and recyclability in the Suzuki coupling of aryl bromides and chlorides, was described. Georg Thieme Verlag Stuttgart.
- Liu, Qing-Ping,Chen, Ying-Chun,Wu, Yong,Zhu, Jin,Deng, Jin-Gen
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p. 1503 - 1506
(2007/10/03)
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- Palladium-catalyzed homocoupling and cross-coupling reactions of aryl halides in poly(ethylene glycol)
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The direct coupling of aryl halides to prepare symmetrical and unsymmetrical biaryls were performed successfully in poly(ethylene glycol) (PEG) using Pd(OAc)2 as the catalyst in the absence of other additives or reductants. The selectivity toward biaryl depended on the amount of PEG used. Excessive PEGs induce the increase of hydrodehalogenation product, and the best selectivity to biaryl is obtained when the concentration of the hydroxyl group in PEG achieves 100 mol% relative to aryl halides. The catalyst system could be recycled and reused up to five times with no loss of catalytic activity.
- Wang, Liang,Zhang, Yuhong,Liu, Leifang,Wang, Yanguang
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p. 1284 - 1287
(2007/10/03)
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- A Selective and Mild Oxidation of Primary Amines to Nitriles with Trichloroisocyanuric Acid
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An efficient and highly selective method for the oxidative conversion of primary amines to the corresponding nitriles using trichloroisocyanuric acid in the presence of catalytic TEMPO under mild reaction conditions is described. Other functional groups such as C,C-double bonds, benzyloxy etc. were found to be unaffected under the reaction conditions. This procedure provides a new entry to the synthesis of various aliphatic, aromatic and heterocyclic nitriles in excellent yield.
- Chen, Fen-Er,Kuang, Yun-Yan,Dai, Hui-Fang,Lu, Liang,Huo, Ming
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p. 2629 - 2631
(2007/10/03)
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- Direct release of nitriles from solid phase
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Cleavage conditions are described which allow resin bound secondary amides to be liberated from Sieber or Rink resin as nitriles. The method has been applied to the synthesis of a series of cyanobiaryls. Published by 2001 Elsevier Science Ltd.
- Hone, Neal D.,Payne, Lloyd J.,Tice, Colin M.
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p. 1115 - 1118
(2007/10/03)
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- Preparation of unsymmetrical biaryls via palladium-catalyzed coupling reaction of aryl halides
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The synthesis of unsymmetrical biaryls is achieved using Pd(OAc)2 as the catalyst. A great variety of aryl halides having electron withdrawing and electron donating functional groups in para, meta and ortho positions have been successfully coupled.
- Hassan, Jwanro,Hathroubi, Chokri,Gozzi, Christel,Lemaire, Marc
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p. 7845 - 7855
(2007/10/03)
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- Photolysis of 4-Methoxyphenyl Aryl Alkylphosphonates
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UV irradiation of bis(4-methoxyphenyl) methylphosphonate 1a in methanol gave 4,4'-dimethoxybiphenyl 2a as the main product through an intramolecular excimer.With 4-cyanophenyl-4-methoxyphenyl methylphosphonate 1b 4-cyano-4'-methoxybiphenyl 2c and 4-cyano-2-(4'-methoxyphenyl)phenyl methylphosphonate 4b were obtained through an intramolecular exciplex. 3-Cyanophenyl-4-methoxyphenyl methyl phosphonate 1c gave only 3-cyano-4'-methoxybiphenyl 2f.Methyl 4-methoxyphenyl 4-chlorobenzylphosphonate 5a gave dimethyl 4-chlorobenzyl 2-(4'-methoxyphenyl)phosphonate and dimethyl 2-(4'-methoxyphenyl)benzylphosphonate.
- Nakamura, Mitsunobu,Sawasaki, Kouiti,Okamoto, Yoshiki,Takamuku, Setsuo
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p. 141 - 146
(2007/10/02)
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