- Borylated porphyrins: 5,10,15,20-tetrakis(5,5-dimethyl-1,3,2-dioxa-borinan- 2-yl)porphyrin nitrobenzene disolvate
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The title compound, C64H66B4N4O8·2C6H5NO2, is a nitro-benzene solvate of a meso-tetra-phenyl-porphyrin species with unconventional peripheral boronic ester substituents. The porphyrin units reside in the crystal on centers of inversion and exhibit a chann
- Muniappan, Sankar,Lipstman, Sophia,Goldberg, Israel
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Read Online
- Simultaneous Formation of a Fully Organic Triply Dynamic Combinatorial Library
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Here we report the simultaneous formation of doubly and triply dynamic libraries as a result of exchange reactions between functionalized organic building blocks. A combination of three different reversible covalent linkages involving a boronate ester transesterification along with an imine and disulfide exchange was employed to generate a new type of fully organic triply dynamic molecular assembly.
- Drozdz, Wojciech,Stefankiewicz, Artur R.,Walczak, Anna
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Read Online
- C-H activation by amide chelation control: Ruthenium-catalyzed direct synthesis of 2-Aryl-3-furanamides
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A new, catalytic methodology for the synthesis of heterobiaryls by the ruthenium-catalyzed C-H activation/cross-coupling of heterocyclic amides with aryl boroneopentylates is surveyed. From this survey, the highly regioselective reaction of furan-3-carboxamide to give 2-aryl-3-furanamides is optimized and generalized in scope with respect to the aryl boroneopentylate coupling partners. Established thereby is a one-step synthetic method which may supercede the broadly applied two-step directed ortho metalation (DoM)-cross coupling reaction involving cryogenic and strong base conditions and which has potential for further ortho and remote metalation chemistry.
- Zhao, Yigang,Snieckus, Victor
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supporting information
p. 1527 - 1532
(2014/06/09)
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- Borylation of organo halides and triflates using tetrakis(dimethylamino) diboron
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We report a new in situ borylation method using tetrakis(dimethylamino) diboron, DMA4B2, in the presence of a diol. Our method uses standard borylation conditions and readily available Pd-catalysts. The scope of this method includes aryl halides and triflates as well as vinyl halides and triflates. The method successfully works with a broad range of diols, enabling the selection of the best boronic ester for subsequent Suzuki coupling.
- Bello, Charles S.,Schmidt-Leithoff, Joachim
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p. 6230 - 6235,6
(2012/12/11)
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- Copper-catalyzed amination of arylboronates with N,N-dialkylhydroxylamines
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A tolerant coupling: The title reaction has been developed to deliver arylamines (see scheme; Bz=benzoyl, dppbz=1,2-bis(diphenylphosphino)benzene). The catalysis is based on electrophilic, umpolung amination and enables the use of secondary acyclic amines. Various functional groups are tolerated, thus opening up a new substrate class for the Chan-Lam-type coupling.
- Matsuda, Naoki,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
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supporting information; body text
p. 3642 - 3645
(2012/05/20)
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- Synthesis of boradiazaindacene-imidazopyrazinone conjugate as lipophilic and yellow-chemiluminescent chemosensor for superoxide radical anion
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As a chemiluminescent chemosensor that emits yellow light on reacting with a superoxide radical anion (O2{radical dot}-) and has a lipophilic character, a 6-phenylimidazo[1,2-a]pyrazin-3(7H)-one derivative possessing a boradiazaindac
- Saito, Ryota,Ohno, Ayako,Ito, Eri
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scheme or table
p. 583 - 590
(2010/09/05)
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- PROCESSES FOR THE PREPARATION OF BIPHENYL COMPOUNDS
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The invention concerns processes for the synthesis of a compound of the formula: wherein: R1 and R2 are each, independently, C1-C12 alkyl, CO2R3, OR4, R5(OR6), or C6-C18 aiyl; R3 -R6 are each, independently, C1-C12 alkyl or C6-C12 aryl; and n and m are each, independently, O or an integer from 1-5; said process comprising: — contacting a compound of the formula H0-R7-0H with BH3 and a compound of the formula in the presence of a nickel-containing catalyst to produce a first product, where R7 is a C2-C12 hydrocarbon group and X is a halogen, OMs or OTs; — contacting the first product in situ with a compound of the formula: in the presence of a nickel-containing catalyst to produce a compound of formula I, where Z is a halogen.
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Page/Page column 20; 30; 32; 33
(2010/01/29)
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- Two-step, one-pot ni-catalyzed neopentylglycolborylation and complementary pd/ni-catalyzed cross-coupling with aryl halides, mesylates, and tosylates
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(Equation Presented) Two-step, one-pot neopentylglycolborylation of aryl iodides and bromides catalyzed by NiCl2(dppe) and NiCl 2(dppp) is reported. Electron-rich and electron-deficient aryl neopentylglycolboronates were efficiently cross-coupled with aryl iodides, bromides, chlorides, mesylates, and tosylates by exploiting complementary Pd/Ni and Ni/Ni catalysis. The borylation route was further extended to a three-step, one-pot synthesis of biaryls via in situ Ni-catalyzed borylation and Pd-mediated cross-coupling.
- Wilson, Daniela A.,Wilson, Christopher J.,Rosen, Brad M.,Percec, Virgil
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supporting information; experimental part
p. 4879 - 4882
(2009/05/31)
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- A versatile method for the hydrolysis of gem-dibromomethylarenes bearing carboxylate or boronate group into aldehydes
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Hydrolysis of gem-dibromomethylarenes bearing carboxylate or boronate group to corresponding aldehydes without affecting the ester group was successfully accomplished in high yields by subjecting them to refluxing pyridine. Both aromatic and heteroaromatic substrates gave the corresponding aldehydes in good yields. This method was efficiently adapted for the large scale synthesis of 2d and 2f.
- Augustine, John Kallikat,Naik, Y. Arthoba,Mandal, Ashis Baran,Chowdappa, Nagaraja,Praveen, Vinuthan B.
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p. 688 - 695
(2008/04/12)
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- Carboxylation of organoboronic esters catalyzed by N-heterocyclic carbene copper(I) complexes
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Copper complexes with a CO2 fixation: Copper(I) complexes serve as excellent catalysts for the carboxylation of aryl- and alkenylboronic esters with CO2, affording a variety of functionalized carboxylic acid derivatives (see scheme). Important active intermediates such as the copper(I) aryl and carboxylate complexes, [(IPr)CuR] and [(IPr)CuOCOR] (R = 4-MeOC 6H4, IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2- ylidene), are isolated and structurally characterized. (Chemical Equation Presented).
- Ohishi, Takeshi,Nishiura, Masayoshi,Hou, Zhaomin
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supporting information; experimental part
p. 5792 - 5795
(2009/03/11)
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- INTERMEDIATES AND PROCESSES FOR THE PREPARATION OF VALSARTAN
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It comprises a preparation process of Valsartan from new salts of Valsartan having the tetrazole moiety protected with a protective group. The process leads to the elimination of the typical impurities due to the preparation process while avoiding its rac
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Page/Page column 17
(2010/11/27)
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- INTERMEDIATE COMPOUNDS FOR THE PREPARATION OF AN ANGIOTENSIN II RECEPTOR ANTAGONIST
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It comprises new substituted 4-valinylmethylphenyl boronic acids and their derivatives and also its preparation process. It also comprises a preparation process of Valsartan from such intermediates. The process comprises the reaction of the new 4-valinylmethylphenyl boronic compounds with a (halophenyl)tetrazole compound which proceeds with high yields. The process is particularly advantageous in its practical industrial realization because it avoids the use of azide derivatives and also the use of expensive biphenyl intermediates.
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Page/Page column 13
(2008/06/13)
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- Porphyrinic dyads and triads assembled around iridium(III) bis-terpyridine: Photoinduced electron transfer processes
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Multicomponent arrays based on a central iridium(III) bis-terpyridine complex (Ir) used as assembling metal and free-base, zinc(II) or gold(III) tetraaryl-porphyrins (PH2, PZn, PAu) have been designed to generate intramolecular photoinduced cha
- Dixon,Collin,Sauvage,Flamigni
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p. 5507 - 5517
(2008/10/08)
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- A high-yield synthesis of 4-borono-DL-phenylalanine
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A high-yield synthesis of 4-borono-DL-phenylalanine has been achieved by a route which features a highly diastereoselective formation of the Z-isomer of a boron-containing dehydroamino acid derivative.
- Park, Ki Chul,Yoshino, Kazuo,Tomiyasu, Hiroshi
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p. 2041 - 2044
(2007/10/03)
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