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A new protocol for the in situ generation of aromatic, heteroaromatic, and unsaturated diazo compounds and its application in catalytic and asymmetric epoxidation of carbonyl compounds. Extensive studies to map out scope and limitations, and rationalization of diastereo- and enantioselectivities

A variety of metalated tosylhydrazone salts derived from benzaldehyde have been prepared and were reacted with benzaldehyde in the presence of tetrahydrothiophene (THT) (20 mol %) and Rh2(OAc)4 (1 mol %) to give stilbene oxide. Of the lithium, sodium, and potassium salts tested, the sodium salt was found to give the highest yield and selectivity. This study was extended to a wide variety of aromatic, heteroaromatic, aliphatic, alpha,beta-unsaturated, and acetylenic aldehydes and to ketones. On the whole, high yields of epoxides with moderate to very high diastereoselectivities were observed. A broad range of tosylhydrazone salts derived from aromatic, heteroaromatic, and alpha,beta-unsaturated rated aldehydes was also examined using the same protocol in reactions with benzaldehyde, and again, good yields and high diastereoselectivities were observed in most cases. Thus, a general process for the in situ generation of diazo compounds from tosylhydrazone sodium salts has been established and applied in sulfur-ylide mediated epoxidation reactions. The chiral, camphor-derived, [2.2.1] bicyclic sulfide 7 was employed (at 5-20 mol % loading) to render the above processes asymmetric with a range of carbonyl compounds and tosylhydrazone sodium salts. Benzaldehyde tosylhydrazone sodium salt gave enantioselectivities of 91 ¡À 3% ee and high levels of diastereoselectivity with a range of aldehydes. However, tosylhydrazone salts derived from a range of carbonyl compounds gave more variable selectivities. Although those salts derived from electron-rich or neutral aldehydes gave high enantioselectivities, those derived from electron-deficient or hindered aromatic aldehydes gave somewhat reduced enantioselectivities. Using alpha,beta-unsaturated hydrazones, chiral sulfide 7 gave epoxides with high diastereoselectivities, but only moderate yields were achieved (12-56%) with varying degrees of enantioselectivity. A study of solvent effects showed that, while the impact on enantioselectivity was small, the efficiency of diazo compound generation was influenced, and CH3CN and 1,4-dioxane emerged as the optimum solvents. A general rationalization of the factors that influence both relative and absolute stereochemistry for all of the different substrates is provided. Reversibility in formation of the betaine intermediate is an important issue in the control of diastereoselectivity. Hence, where low diastereocontrol was observed, the results have been rationalized in terms of the factors that contribute to the reduced reversion of the syn betaine back to the original starting materials. The enantioselectivity is governed by ylide conformation, facial selectivity in the ylide reaction, and, again, the degree of reversibility in betaine formation. From experimental evidence and calculations, it has been shown that sulfide 7 gives almost complete control of facial selectivity, and, hence, it is the ylide conformation and degree of reversibility that are responsible for the enantioselectivity observed. A simple test has been developed to ascertain whether the reduced enantioselectivity observed in particular cases is due to poor control in ylide conformation or due to partial reversibility in the formation of the betaine.

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Quality Control of Bis(acetylacetone)copper. In my other articles, you can also check out more blogs about 13395-16-9

Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Can You Really Do Chemisty Experiments About 1111-67-7

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 1111-67-7, name is Cuprous thiocyanate, introducing its new discovery. category: copper-catalyst

Synthesis of ansa-zirconocenes based on 2-(phenylethynyl)-1H-indene. the crystal and molecular structure of the complex [mu-CH2CH 2(eta5-2-PhC?CInd)2]ZrCl2 (Ind is inden-1-yl)

Alkynyl-substituted indene was first used as a ligand for the synthesis of transition metal complexes. ansa-Zirconocenes containing ethylene and dimethylsilylene bridges were synthesized starting from 2-(phenylethynyl)-1H- indene. The structure of the former compound was established by X-ray diffraction. Springer Science+Business Media, Inc. 2007.

If you are interested in 1111-67-7, you can contact me at any time and look forward to more communication. category: copper-catalyst

Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Synthetic Route of 1111-67-7, A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. Synthetic Route of 1111-67-7, Name is Cuprous thiocyanate, molecular formula is CCuNS. In a Article, authors is Li, Meng£¬once mentioned of Synthetic Route of 1111-67-7

Copper Salts Doped Spiro-OMeTAD for High-Performance Perovskite Solar Cells

The development of effective and stable hole transporting materials (HTMs) is very important for achieving high-performance planar perovskite solar cells (PSCs). Herein, copper salts (cuprous thiocyanate (CuSCN) or cuprous iodide (CuI)) doped 2,2,7,7-tetrakis(N,N-di-p-methoxyphenylamine)-9,9-spirobifluorene (spiro-OMeTAD) based on a solution processing as the HTM in PSCs is demonstrated. The incorporation of CuSCN (or CuI) realizes a p-type doping with efficient charge transfer complex, which results in improved film conductivity and hole mobility in spiro-OMeTAD:CuSCN (or CuI) composite films. As a result, the PCE is largely improved from 14.82% to 18.02% due to obvious enhancements in the cell parameters of short-circuit current density and fill factor. Besides the HTM role, the composite film can suppress the film aggregation and crystallization of spiro-OMeTAD films with reduced pinholes and voids, which slows down the perovskite decomposition by avoiding the moisture infiltration to some extent. The finding in this work provides a simple method to improve the efficiency and stability of planar perovskite solar cells.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Awesome and Easy Science Experiments about Copper(I) oxide

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Thiazolidine derivatives

Thiazolidine derivatives of the general formula: STR1 [wherein R1 is alkyl, cycloalkyl, phenylalkyl, phenyl, a five- or six-membered heterocyclic group including one or two hetero-atoms selected from the group consisting of nitrogen, oxygen and sulfur or a group of the formula STR2 (where R3 and R4 are the same or different and each is lower alkyl or R3 and R4 are combined to each other either directly or as interrupted by a hetero-atom selected from the group consisting of nitrogen, oxygen and sulfur to form a five- or six-membered ring); R2 means a bond or a lower alkylene group; L1 and L2 are the same or different and each is lower alkyl or L1 and L2 are combined to form an alkylene group, provided that when R1 is other than alkyl, L1 and L2 may further be hydrogen, respectively] are novel compounds and useful as, for example, remedies for diabetes, hyperlipemia and so on of mammals including human beings.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Simple exploration of 1111-67-7

Quality Control of Cuprous thiocyanate, If you are hungry for even more, make sure to check my other article about Quality Control of Cuprous thiocyanate

1111-67-7, Name is Cuprous thiocyanate, belongs to copper-catalyst compound, is a common compound. Quality Control of Cuprous thiocyanateIn an article, once mentioned the new application about 1111-67-7.

Subtle side chain effect of methyl substituent on the self-assembly of polypseudorotaxane complexes: Syntheses, structural diversity and photocatalytic properties

Cation-templated self-assembly of 1,n-bis(4-methylpyridine)alkane cations (n = 3-7) with CuSCN was studied and a series of new polymeric thiocyanate frameworks were obtained: {(bmpp)[Cu2Br2(SCN)2]}n (1), {(bmpt)[Cu2(SCN)4]}n (2), {(bmppt)[Cu2(SCN)4]}n (3), {(bmph)[Cu4(SCN)6]}n (4), {(bmphp)[Cu2(SCN)4]}n (5), (n = 3, bmpp; n = 4, bmpt; n = 5, bmppt; n = 6, bmph; n = 7, bmphp). The structures consist of 1-2D frameworks with the dications trapped within host network cavities. Compounds 1, 2, 3 and 5 possess the infinite two-dimensional polypseudorotaxane anion networks. Compound 4 has a novel 1D chain structure which looks like lotus root. The results demonstrate that the side chain of methyl substituent plays an important role in the fabrication of polypseudorotaxane structures. Furthermore, solid UV-Vis spectra, photoluminescence and photocatalytic properties at ambient temperature were also investigated.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Doping CuSCN films for enhancement of conductivity: Application in dye-sensitized solid-state solar cells

Construction of dye-sensitized solid-state solar cells requires high band-gap (therefore, transparent) hole collectors which can be deposited on a dye-coated nanocrystalline semiconductor surface without denaturing the dye. Copper (I) thiocyanate (CuSCN) is an important p-type semiconductor satisfying the above requirements. However, the conductivity of this material, which depends on excess SCN, is not sufficiently high and polymerization of SCN prevents incorporation of sufficient amount of excess SCN during the process of synthesis of CuSCN. We have found that the conductivity of solid CuSCN can be increased by exposure to halogen gases which generate SCN or to a solution of (SCN)2 in CCl4. The latter method is suitable for doping of CuSCN films in dye-sensitized solid-state solar cells.

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 1111-67-7, help many people in the next few years.Application of 1111-67-7

Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Properties and Exciting Facts About 13395-16-9

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Fura-2FF-based calcium indicator for protein labeling

We describe the synthesis and fluorescence properties of a Fura-2FF-based fluorescent Ca2+ indicator that can be covalently linked to SNAP-tag fusion proteins and retains its Ca2+ sensing ability after coupling to protein. The Royal Society of Chemistry 2010.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Awesome and Easy Science Experiments about Cuprous thiocyanate

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. Synthetic Route of 1111-67-7, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1111-67-7, in my other articles.

Synthetic Route of 1111-67-7, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.1111-67-7, Name is Cuprous thiocyanate, molecular formula is CCuNS. In a Review£¬once mentioned of 1111-67-7

A decade of advances in the reaction of nitrogen sources and alkynes for the synthesis of triazoles

The cyclization reactions of alkynes have become one of the most important and useful methodologies for the preparation of heterocycles. To this end, the association between alkynes and nitrogen sources are versatile substrates for the synthesis of triazole derivatives. The improvement in the synthesis of triazoles by the use of copper catalysts in cycloaddition reactions, as well as the significant advances obtained with the use of other transition metals, such as gold, iridium, iron, nickel, ruthenium, samarium, silver, and zinc, to promote the cyclization of alkynes and nitrogen sources are addressed in this review. Furthermore, there has been a significant interest in recent years in developing simple, clean, non-toxic, cost-effective and eco-friendly protocols. In this sense, the reaction of alkynes with nitrogen sources, in the complete absence of transition metals, reaches many of these requirements becoming a good alternative to the synthesis of triazoles. For this reason, the last topic of this review deals with the synthesis of triazoles using alkynes and nitrogen sources under transition metal-free conditions.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Awesome Chemistry Experiments For Cuprous thiocyanate

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. Formula: CCuNS, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1111-67-7, in my other articles.

Because a catalyst decreases the height of the energy barrier, Formula: CCuNS, its presence increases the reaction rates of both the forward and the reverse reactions by the same amount.Formula: CCuNS, Name is Cuprous thiocyanate, molecular formula is CCuNS. In a article£¬once mentioned of Formula: CCuNS

Synthetic, spectral, structural and catalytic activity of infinite 3-D and 2-D copper(ii) coordination polymers for substrate size-dependent catalysis for CO2 conversion

Two copper(ii) coordination polymers, viz. [Cu2(OAc)4(mu4-hmt)0.5]n (1) and [Cu{C6H4(COO-)2}2]n¡¤2C9H14N3 (2), have been synthesized solvothermally and characterized. The solid-state structure reveals that 1 is an infinite three-dimensional (3D) motif with fused hexagonal rings consisting of Cu(ii) and hmt in a mu4-bridging mode, while 2 is an infinite two dimensional (2D) motif containing Pht-2 in a mu1-bridging mode. CP 1 has a two-fold interpenetrated diamondoid network composed of 4-connected sqc6 topology with the point symbol of {66}, while 2 has a Shubnikov tetragonal plane network possessing a 4-connected node with an sql topology with a point symbol of {44¡¤.62}-VS [4¡¤4¡¤4¡¤4¡¤?¡¤?]. Both CPs 1 and 2 serve as efficient catalysts for CO2-based chemical fixation. Moreover, 1 demonstrates one of the highest reported catalytic activity values (%yield) among Cu-based MOFs for the chemical fixation of CO2 with epoxides. 1 shows high efficiency for CO2 cycloaddition with small epoxides but its catalytic activity decreases sharply with the increase in the size of epoxide substrates. The catalytic results suggested that the copper(ii) motif-catalyzed CO2 cycloaddition of small substrates had been carried out within the framework, while large substrates could not enter into the framework for catalytic reactions. The high efficiency and size-dependent selectivity toward small epoxides on catalytic CO2 cycloaddition make 1 a promising heterogeneous catalyst for carbon fixation and it can be used as a recoverable stable heterogeneous catalyst without any loss of performance. The solvent-free synthesis of the cyclic carbonate from CO2 and an epoxide was monitored by in situ FT-IR spectroscopy and an exposed Lewis-acid metal site catalysis mechanism was proposed.

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. Formula: CCuNS, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 1111-67-7, in my other articles.

Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

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Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Recommanded Product: 1111-67-7. In my other articles, you can also check out more blogs about 1111-67-7

Catalysts are substances that increase the reaction rate of a chemical reaction without being consumed in the process. Recommanded Product: 1111-67-7, Name is Cuprous thiocyanate, molecular formula is CCuNS, Recommanded Product: 1111-67-7, In a Article, authors is Hou, Lei£¬once mentioned of Recommanded Product: 1111-67-7

Ligand-controlled mixed-valence copper rectangular grid-type coordination polymers based on pyridylterpyridine

Six mixed-valence CuICuII compounds containing 4?-(4-pyridyl)-2,2?:6?,2?-terpyridine (L1) or 4?-(2-pyridyl)-2,2?:6?,2?-terpyridine (L2) were prepared under the hydrothermal and ambient conditions, and their crystal structures were determined by single-crystal X-ray diffraction. Selection of CuCl 2¡¤2H2O or Cu(CH3COO)2¡¤ H2O with the L1 ligand and NH4SCN, KI, or KBr under hydrothermal conditions afforded 1-dimensional mixed-valence Cu ICuII compounds [Cu2(L1)(mu-1,1-SCN)(mu-Cl) Cl]n (1), [Cu2(L1)(mu-l)2Cl]n (2), [Cu2(L1)(mu-Br)2Br]n (3), and [Cu 2(L1)(mu-1,3-SCN)2(SCN)]n (4), respectively. Compound 5, prepared by layering with CuSCN and L1, is a 2-dimensional bilayer structure. In compounds 1-5, the L1 ligand and X (X = Cl, Br, I, SCN) linked between monovalent and divalent copper atoms resulting in the formation of mixed-valence rectangular grid-type M4L4 or M 6L6 building blocks, which were further linked by X (X = Cl, Br, I, SCN) to form 1- or 2-dimensional polymers. The sizes of M 4L4 units in 1-4 were fine-tuned by the sizes of X linkers. Reaction of Cu(CH3COO)2¡¤H2O with L2 and NH4SCN under hydrothermal conditions gave mixed-valence CuICuII compound [Cu2(L2)(mu-1,3-SCN) 3]n (6). Unlike those in 1-5, the structure of 6 was constructed from thiocyanate groups and the pendant pyridine of L2 left uncoordinated. The temperature-dependent magnetic susceptibility studies on compounds 1 and 4 showed the presence of mixed-valence electronic structure.

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Reference£º
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”