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(1-Bromovinyl)-MIDA boronate: A readily accessible and highly versatile building block for small molecule synthesis Dedicated to Professor Paul Wender with deepest admiration on his receipt of the 2012 Tetrahedron Prize for Creativity in Organic Chemistry

Iterative cross-coupling represents a potentially general approach for the simple, efficient, and flexible construction of a wide range of functional small molecules. In this context, (1-bromovinyl)-N-methyliminodiacetic acid (MIDA) boronate is a very useful building block for small molecule synthesis. This compound can serve as a starting material for the preparation of a wide range of 1,1-disubstituted olefin-containing MIDA boronates. This compound can also be used for the iterative cross-coupling-based synthesis of various 1,1-disubstituted olefin-containing targets. Collectively, these results contribute to the expanding generality of the MIDA boronate platform.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Synthesis, characterization and antitumor activity of a series of diorganotin(IV) derivatives of bis(carboxymethyl)amines

A series of diorganotin(IV) derivatives of bis(carboxymethyl)amine and its N-methyl derivative have been prepared, characterized by NMR, Moessbauer and mass spectrometry and tested in vivo against P388 leukemia.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Manganese(II) and Iron(III) Complexes of the Tridentate Ligands Bis(benzimidazol-2-ylmethyl)-amine (L1) and -methylamine (L2). Crystal Structures of , , and 2>2

The preparation and characterisation of (1), (9), (10), (2), and 2>2 (3) are reported where L1 and L2 are bis(benzimidazol-2-ylmethyl)amine and bis(benzimidazol-2-ylmethyl)methylamine.The molecular structures of (1), (2), and (3) were determined by X-ray diffraction.Complex (1) exists as a discrete, neutral, mononuclear species in the solid state.The manganese(II) ion is five-coordinate with the tridentate ligand bound in a meridional manner.Both acetates are monodentate with Mn-O distances of 2.076(5) and 2.158(5) Angstroem.Complex (9) contains a 10+ core, formally 4MnII:2MnIII.Complex (2) is neutral, mononuclear, distorted octahedral.The ligand co-ordinates in a similar manner to that seen in (1) and the chlorides occupy the three remaining meridional sites, with Fe-Cl(equatorial) 2.318(5) Angstroem and Fe-Cl(axial) 2.322(5) and 2.433(5) Angstroem.The Moessbauer spectrum of (10) at room temperature comprises a quadrupole doublet: delta= 0.40(1), DeltaEQ= 0.33(2) mm s-1.Complex (3) is a dinuclear iron(III) species containing the triply bridged 2+ core.The Fe…Fe distance is 3.075(5) Angstroem and the Fe-O(oxo)-Fe angle is 117.0(6) deg.The high-spin iron(III) centres are antiferromagnetically coupled with J= -116 cm-1.The Moessbauer spectra of (3) at room temperature and 70 K consist of doublets with delta= 0.44(1), DeltaEQ= 1.37(2), and delta= 0.55(1), DeltaEQ= 1.30(2) mm s-1 respectively.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Mixed-ligand copper(II) complexes with N-methyl derivatives of iminodiacetato or imidazole: crystal structures of (N-methyl-iminodiacetato)(imidazole)copper(II), [Cu(MIDA)(ImH)] and diaqua(iminodiacetato)(N-methyl-imidazole)copper(II) monohydrate, [Cu(IDA)(1MeImH)(H2O)2].H2O

Equimolar (1:1:1) mixed-ligand Cu(II) complexes with iminodiacetato (IDA) or N-methyl-IDA (MIDA) and N-methyl-imidazole (1MeImH) or ImH, respectively, have been prepared and characterized by thermal, spectral, magnetic and X-ray diffraction methods. [Cu(MIDA)(ImH)](I) crystallizes in themonoclinic system P21/n (a = 12.465(3), b = 5.999(1), c = 14.733(3).ANG ., beta = 111.91(1)¡ã, Z = 4, R = 0.043, Rw = 0.047). The Cu(II)atom exhibits a flattened square base pyramidal coordination (type 4+1) . The N and two O atoms of the tridentate MIDA and one N of ImH form thesquare base; one longer Cu-O bond with the next MIDA ligand in the chai n complex completes the Cu(II) five-coordination. [Cu(IDA)(1MeImH)(H2O)2]. H2O (II) crystallizes in the orthorhombic system Pna21 (a = 14.733(2), b = 7.721(1), c = 11.288(1)A, Z = 4, R = 0.041, Rw = 0.043). The Nand two O atoms from IDA and one N from 1MeImH define a square coordina tion; two longer Cu-OH2 bonds complete the unsymmetrical elongated octahedral coordination of Cu(II) (type 4+1+1). The polar N-H bonds of ImH inI and of IDA in II as well as the O-H bonds of the water molecules of t he latter compound are involved in hydrogen bonds. The stepwise water loss in II is explained on the basis of its structural role in the Cu(II) coordination and/or in the crystal packing.

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Diiodide boron compound, such as a boronic acid and boronic ester obtained from the same, and manufacturing method thereof (by machine translation)

[Problem] boronic acid or boronic acid ester compounds such as various compounds suitable for the manufacture of easily manufacturing method. In the general formula (Y) a boron compound represented by two iodide [solution] the problem. [And 107](In the above formula (Y), the Ar, n-valent, heteroaryl ring, 10 or more carbon atoms or an unsubstituted or substituted aryl ring or benzene ring, at least one of these rings may be substituted with 1 is hydrogen, n is an integer from 1 – 6, further, of at least one compound represented by the above formula (Y) may be substituted with deuterium-hydrogen 1. ) (by machine translation)

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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31P NMR protonation equilibrium study of iminobis(methylenephosphonic acid) and its derivatives at high pH

The protonation constants of iminobis(methylenephosphonic acid) (IDPH, H4idph, H4L), N-methyliminobis(methylenephosphonic acid) (MIDPH, H4midph, H4L) and nitrilotris(methylenephosphonic acid) (NTPH, H6ntph, H6L) were determined by 31P NMR spectroscopy at 25C in 0.1 mol dm-3 KNO 3 at 11Recommanded Product: 4408-64-4, typically producing only a single product in quantitative yield, they are the focus of active research.you can also check out more blogs about 4408-64-4

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Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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A new synthesis of biologically active pyrroles: Formal synthesis of pentabromopseudilin, bimetopyrol, and several antitubercular agents

Although pyrroles have been synthesized from azido dienes, the corresponding reactions of structurally similar nitrodienes had not been investigated until it became the main focus of this study. This article describes the synthesis of several biologically active pyrroles and mechanistically intriguing results in connection with our new approach using nitrodienes in the presence of Ph3P and a Mo catalyst, bis (acetylaceto)dioxomolybdenum (VI). The final precursor of pentabromopseudilin (PBP), pseudilin, was synthesized in four steps from o-hydroxycinnamaldehyde. An alternate pathway to PBP proceeded through o-methylpseudilin, prepared in two steps from o-methoxycinnamaldehyde. Both starting materials are commercially available. Similarly, bimetopyrol (2-methyl-4,5-bis(p-methoxyphenyl)pyrrole), a potent anti-inflammatory, was prepared using the new methodology. The remarkable conversion of nitrodienes 14 and 15 to bimetopyrol highlights the formation of a nitroso or nitrene intermediate. We also established that 14 and 15 interconvert in the presence of ambient light and each converts to bimetopyrol when reacted separately. The wide application of our synthetic methodology includes preparation of several antitubercular and Herpes Simplex 2 (HSV2) agents.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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RuPhos Pd Precatalyst and MIDA Boronate as an Effective Combination for the Precision Synthesis of Poly(3-hexylthiophene): Systematic Investigation of the Effects of Boronates, Halides, and Ligands

Herein, we report detailed mechanistic studies of Suzuki-Miyaura catalyst-transfer polycondensation (SCTP) of thiophene. The effects of boronates, halides, ligands, and chain transfer agents (CTAs) on the control of polymerization were systematically investigated in detail by SEC, 1H NMR and MALDI-TOF analyses. Initially, we identified that the use of the slow-hydrolyzing N-methyliminodiacetic acid (MIDA) boronate in place of conventional pinacol boronate effectively suppressed side reactions such as protodeboronation, homocoupling, and chain transfer reactions, thereby improving control of SCTP. Screening halides revealed that the monomer containing bromide was optimal for SCTP, resulting in less side reactions. Moreover, screening several ligands and adding a CTA further supported our conclusion that the RuPhos-Pd system showed the best catalyst-transfer ability among the tested catalysts. We further elucidated that externally added ligands effectively stabilized living chain-ends and suppressed chain transfer, thereby achieving controlled polymerization.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Development of PVA/MIDA based hybrid cation exchange membranes for alkali recovery via Diffusion Dialysis

We report poly vinyl alcohol (PVA) based hybrid membranes composed of methyl iminodiacetic acid (MIDA) and tetraorthoethoxysilane (TEOS) prepared by classical sol-gel process. MIDA was prepared via N-methylation of iminodiacetic acid and then successfully incorporated into the PVA backbone. The concentration of MIDA with respect to PVA was varied from 10 to 40 wt%. These hybrid membranes showed water uptake (WU) in the range of 106-125%, ion exchange capacities (IECs) of 1.14-2.13 mmol/g, dialysis coefficient (UOH) from 0.009 to 0.012 m/h as well as selectivity (S) from 16.0 to 19.9. These obtained results revealed that MIDA. It controls the hydrophilicity and ion exchange capacity by providing channels for the transportation of ions through carboxylate sites. PVA/MIDA hybrid membranes also showed good thermal stability with the initial thermal decomposition temperature (IDT) ranging around 150-160 C and excellent mechanical properties such as tensile strength (TS) of 9-25 MPa and elongation at break (Eb) of 32-150%.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Methods to Place Fluid Loss Materials

A method of treating a subterranean formation includes providing a treatment fluid comprising a crosslinkable polymer prepared by a redox reaction with vinyl phosphonic acid monomers or polymers and a polysaccharide, and at least one of a hydrolysable in-situ acid generator and a chelating agent, providing a carrier fluid comprising a brine, providing a metal crosslinker, placing all into a formation, allowing the polymer of to crosslink, and allowing the crosslinked polymer to become uncrosslinked. A wellbore fluid includes a crosslinkable polymer prepared by a redox reaction with vinyl phosphonic acid monomers or polymers and hydroxyethyl cellulose; at least one of a hydrolysable in-situ acid generator, a chelating agent, and mixtures thereof; a carrier fluid comprising a brine; and a metal crosslinker.

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Reference£º
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI