Questions tagged [organometallic-compounds]
For questions relating to organic compounds which contain a bond between a carbon atom and a metal.
237 questions
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Coordination number of iron in ferrocene
Is coordination number of Iron in ferrocene 6 or 10?
6 because, there are 3 coordinate bonds from each cyclopentadienyl ring. And 10 because π-electron density is shared with 5 carbon atoms in each ...
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Can phosphine oxides and DMSO be used instead of Me3NO for metal carbonyl decarbonylation
One professor mentioned this, but did not provide a source. I couldn't find anything like this in the literature either. Is it even true or was it simply a mistake? If it is in fact true, I will ...
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What makes Metal Organic Frameworks (MOF) interesting in the field of catalysis (electro or Photocatalysis)? why so much recent exploration of MOF?
What unique properties of MOF make them interesting in the field of catalysis?
I read a few research articles about MOFs and mostly they reported on tunable porosity using smaller or larger ligands, ...
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What happens if a proton conductor electrode is used for electrolysis of tris(cyclopentadienyl)lanthanum?
To attempt a deposition of $\ce{La}$ thin films inside a conductive organogel electrode, let's consider the following setup:
There are two liquids in two cells, separated by a proton conductive wall: ...
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Is electroplating possible in a solvent that doesn't dissociate precursor molecules?
There are metalorganic compounds, soluble in nonpolar solvents without dissociation into ions. Is it possible, in some rare cases, to apply voltage to submerged electrodes so that it causes the ...
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Coordination complex bond representations
It seems like there are various ways to represent coordinate covalent bond between ligands and transition metals which is very confusing to me. Can anyone tell me the difference between arrow bond, ...
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How to replace bromide with iodide/chloride ligands in organometallic platinum complex?
I have synthesized an organometallic platinum complex, The synthesized complex has two bromide ligands. However, I want to replace these bromide ligands with iodide or chloride ligands. Any suggested ...
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Bond lengths of M-CH2 vs M-O
Are there any known (ionic) solid structures with an anion site occupied by either $\ce{O^2-}$ or $\ce{(CH2)^2-}$ ?
If the answer is "yes", I'd like to know which anion forms shorter bond to ...
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Major product of reaction between 1,1-dibromo-2-(pent-4-en-1-yl)cyclopropane and methyllithium
What is the major product of the reaction between 1,1-dibromo-2-(pent-4-en-1-yl)cyclopropane and methyllithium in diethyl ether?
I suppose the nucleophilic double bond will react with the ...
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What is less coordinating to metals? Triflates or hexafluorophosphates, and why?
I saw a reaction where $\ce{AgOTf}$ and $\ce{AgPF6}$ were used, but I am trying to discern the reactivity between the two silver salts. I read that triflates and hexafluorophosphates are both non-...
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Hydrogen in Organometallic Chemistry
In the book, The Organic Chemistry of Nickel : Organonickel Complexes by PW Jolly, the reaction between sodium hexacarbonyldinickalte(-1) and ammonia produces hydride complex.
Some possible ...
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Synthesis of Gilman reagent
So I will be refering to the image attached here while explaining my query. In the synthesis of Gilman reagent, in the 3rd step, my teacher told that the (R-) from RLi will attack the partially ...
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Why doesn't sodium form organometallic compounds with alkyl halides?
Both magnesium as well as lithium, on reaction with an alkyl halide (say chloroethane), form an organometallic compound. However, sodium and potassium do not exhibit such a reaction. Instead of ...
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Binding energies of transition metals in the 3d series
Binding energy of the transition elements in the 3d series increases up to vanadium then drops from chromium to manganese and then increases slightly and then drops again
It is seen that binding ...
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Effect of particle size on yield of copper acetylide
To avoid pure trial and error, I need some examples of experiments already done with (possibly ammoniacal) aqueous solutions, particles/precipitates of copper (both oxidation states) salts, and ...
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Why is Chromium hexacarbonyl diamagnetic?
So there was a question in coordination chemistry regarding the nature of $\ce{[Cr(CO)_6]}$
The book had the question under VBT and solved it using "strong ligands cause all electrons to pair up&...
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Why doesn't β-elimination occur in Cr(CMe3)4?
By $\beta$-elimination, I am refering to the reaction where a M-C-C-H structure reduces to ($\eta^2$-alkene)-M-H.
My lecture notes claim that $\ce{Cr(CMe3)4}$ is stable and does not incur such ...
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Is Polymerized lithium niobocene a possible compound? [duplicate]
I was doing some research on different types of body armor and found a fictional compound by the name of Polymerized LiNb. I wanted to find what the structure of this compound looked like so it could ...
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How did Sinclair Oil put "liquid nickel" into gasoline, and what were the chemical mechanism(s) by which it was supposed to reduce engine wear?
The April 22, 2022 Veritasium video The Man Who Accidentally Killed The Most People In History is worth a watch, and was the basis for the question Why would tellurium + sodium hydroxide have worked ...
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What do the arrows mean in the Structural Formula of Oxaliplatin? [duplicate]
What do the arrows mean in the Structural Formula of Oxaliplatin? I haven't seen these and couldn't find anything explaining them.
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1,4 (conjugate) addition in unsaturated aldehydes and ketones
When carbonyl compounds react with grignards, they usually give a 1,2 addition (direct addition) product.
However, under certain conditions, they give conjugate addition (1,4 addition) product as the ...
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Why are Mo(NR2)3 complexes isolobal with the nitrogen atom in N2
In a Molybdenum complex of the form Mo(NR2)3, the Mo is in the oxidation state of +3, leaving it with 3 d electrons. When combined with an additional 2*3 electrons from the ligands, this leaves it ...
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Does ferrocenium chloride ([Fe(C5H5)2]Cl) exist as a stable compound?
I am interested in using ferrocenium chloride ($\ce{[Fe(C5H5)2]Cl}$) for a synthesis application, but I couldn't find any sources referring to its existence, even though some websites and a figure in ...
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Amidine synthesis from nitrile and dimethylamine using n-Buli as a base
I am making LiNMe2 using n-Buli (5.5 equiv.) and dimethylamine (5.0 equiv), -15 ºC, dry THF and under nitrogen atmosphere.
I have been doing the reaction and I can observe conversion of starting ...
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What is the difference between zero-point and total energy of a molecule in the output of an ORCA FREQ calculation?
I am trying to find the enthalpies of formation for a couple organometallics in ORCA and as a first time user I am a bit bogged down in the terminology. The Gaussian manual has a section on these ...
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What is the difference between Charge transfer and Electron transfer? [duplicate]
This problem was given to me yesterday that What is the difference between Charge transfer and Electron transfer? I was taking it thesame though the professor have given me some hint that charge ...
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Does Grignard reagent on reaction with PbCl2 give PbR4 and not PbR2?
I was told by my teacher that $\ce{RMgX}$ forms $\ce{PbR4}$ when it reacts with either $\ce{PbCl2/PbCl4}$ the later case is clear to me but why does $\ce{PbCl2}$ forms a compound of the form $\ce{PbR4}...
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Help with drawing an Molecular Orbital (MO) diagram for organometallic complex
I do not understand how to draw the MO diagram for this question, i appreciate any help you can give on my 3rd yr Chem.
Have i understood this correctly?
QUESTION: Using an MO bonding picture and ...
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Why are Sonogashira reactions moisture sensitive?
Exemple, aryl halide + TMS-acetylene in NEt3 + Pd[PPh3]2Cl2 or Pd[PPh3]4:
The reaction does not form water at any time so its presence wouldn't shift the equilibrium. Neither TMS-acetylene or the aryl ...
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What do these arrows mean in inorganic chemistry?
I tried looking for these arrows in the 3rd molecule starting from the left(Pd) online and in my notes but I couldn't find anything. Is Pd actually bonded to something?
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Why is the sp3-sp3 reductive elimination between the R1 and norbornene in the Catellani Cycle ''not favorable''?
I have recently started reading a book about C-H activation and I cannot figure out why in the Catellani reaction cycle the R1-norbornene reductive elimination side reaction which can be a major issue ...
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Why does Co(CO)4 exist as dimeric Co2(CO)8?
I was wondering why is this equilibrium below established at all... Why can't Co(CO)4 exist on its own, as a monomer?
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Why is a ring carbon C-R of a substituted ferrocene more downshifted on 13C-NMR?
Upon assigning $\ce{^{13}C}$-NMR for 1,1'-bis(α-methylmethanol)ferrocene, we discovered the substituted FcC-CH peak (95.14 ppm) was more downshifted than the CH-OH peak (65.59 ppm) as was confirmed by ...
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Polymer purification by reprecipitation troubleshooting
I am synthesizing new polymer that has not been reported before. The structure of the polymer is based on indacenodithienothiophene unit and thiophene. I used Stille polymerization. As monomers, I ...
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How long does it take for zinc oxide powder and heinz vinegar to fully react into zinc acetate at a 1:2 ratio of zinc:heinz vinegar? [closed]
How long should I leave a solution of zinc oxide powder and heinz vinegar in order for it to react as completely as possible? The solution is 1(zinc oxide powder):2(heinz vinegar) in a glass flask. ...
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Can other metal salt compounds besides copper sulfate/zinc sulfate be used to create chlorophyllin? E.g. the magnesium center is replaced
There has been a lot of research done into sodium copper chlorophyllin. The synthesis is quite simple and can be done at home. It involves extracting the chlorophyll, saponifying the solution, adding ...
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Can heterocyclic molecules form sandwich-like complexes?
As unsaturated heterocycles have the same planar structure as cyclopentadiene ion/benzene "sandwich" compounds, I was wondering if a similar coordination between metals can be achieved.
When ...
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Can a carbon that has 5 bonds be explained by saying that one of its bonds is a coordination bond?
In my organometallic chemistry class at the university, the doctor told us that compound μ³-CO-[Fe₄(CO)₁₂]²⁻ had the structure that appears in the image. As you can see, there is a pentavalent carbon.
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How does cyclopentadienyl anion act as reducing agent?
I am a second year university student, so I'm afraid my chemistry isn't great. I am looking for an explanation of how the $\ce{Cp-}$ anion acts as a reducing agent.
To contextualise - in a simple ...
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Redox reaction of cycloheptatriene ligand
The reaction I really don't understand is the second one which produces the cycloheptatriene ring with a positive charge. The only thing I can think of is that the hydrogen is being ejected and ...
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Zetasizer - How can the Z-average mean be lower than all intensity measurements?
I recently used a Malvern Zetasizer on samples of Au nanoparticles in order to determine the size of the particles (we are looking for significant shifts in particle size between samples, and as such ...
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Why is the synthesis of graphene through alkyne trimerization not viable?
I have been looking for a rationale on this as massive polycyclic aromatic hydrocarbons have been synthesized this way, and with Graphene just being an indefinite expansion of aromatic rings, this has ...
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Advantage of Ir-based vs Alq3 OLED material, is quantum yield more important over the cost?
This Wikipedia page https://en.wikipedia.org/wiki/OLED#Material_technologies mentions a couple of molecules that are used for OLED.
The Ir-based compound has ~ 100% quantum efficiency, while Alq3 may ~...
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How to "draw" a coordination bond (dashed bond) in MOLFILE?
How can we "draw" a coordination bond (dashed bond) in MOLFILE?
I cannot find a bond property or option that would allow me to choose such a thing.
So many drawings of organo-metallic ...
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Can molecular systems display negative magnetic susceptibility of a higher magnitude than bismuth?
Bismuth has the biggest value when it comes to a negative magnetic susceptibility than all other elements, ignoring superconductors, as they would have a value of -1.
Yet, when tables displaying ...
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Driving force in Corey-House reaction
In my textbook of organic chemistry by francis carey 11th edition, the Corey-house synthesis is elaborated on in the topic of organocopper reagents. It is mentioned that as the R-X alkyl halide is ...
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Effect of metal identity on CO bond length in carbonyl complexes
In organometallic carbonyl complexes, a back-donation effect occurs: the σ molecular orbital of CO yields electron density to an orbital of the appropriate metal atom, and in turn, a d orbital of ...
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Can a Grignard reagent form magnesium halide with an alkyl halide? [duplicate]
$$\ce{RMgX + R'X' -> RR' + MgXX'}$$
Is this reaction possible?
I am not able find any reference to it in the books that I have. Anyone has a reference?
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Does concerted oxidative addition follow first-order kinetics?
So my professor for organometallic chemistry described the different mechanisms for oxidative addition and in talking about the concerted mechanism he said that it had first order kinetics. I find ...
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Why is the trans-effect of nitrile ion (cyanide) weaker than acetonitrile (methyl cyanide) in octahedral chromium complexes?
I was reading a paper which built a series of trans-philicity (a term they coined to indicate both kinetic trans-effect and thermodynamic trans-influence) from extensive calculations. And I found that ...
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