For questions relating to organic compounds which contain a bond between a carbon atom and a metal.

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Palladium catalyst

Recently I found the following question by sam: I'm supposed to produce dry and pure oxygen using the decomposition of hydrogen peroxide with a manganese dioxide catalyst. $$\ce{2H2O2(aq) -> ...
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1answer
55 views

Why is cyclooctatetraene non planar but the cyclooctatetraenide anion planar?

I was reading some organometallics and I came upon the preparation of uranocene. It has two cylcooctatetraenide anions as ligands with a Uranium atom inbetween. The author has mentioned that the ...
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1answer
54 views

Triflate use in metathesis reactions

Why are triflates so widely used in coupling reactions, but not tosylates, mesylates nor nosylates?
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1answer
129 views

Why do halogen-metal exchanges happen?

I'm trying to understand organometallic raegents but am stuck at halogen-metal exchanges. For example if you have $\ce{PhBr + BuLi}$ you get $\ce{PhLi + BuBr}$, I don't understand why $\ce{PhBu + ...
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In Corey-House synthesis, why is R2CuLi less stable than the product RCuLi? [closed]

In Corey-House synthesis why is $\ce{R_2CuLi}$ less stable than the product $\ce{RCuLi}$ ? Please note: I don't know much about coordination chemistry, so it would be helpful if someone could explain ...
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2answers
152 views

Does a Grignard reagent react with cyclohex-2-en-1-one to give the 1,2- or 1,4- product?

My attempt: The $\ce{PhMgBr}$ nucleophile attacks on the 1,2 position. But why, in this case, will it attack the 1,4 position?
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1answer
95 views

What is the mechanism of formation of Grignard's Reagent?

What is the mechanism of formation of Grignard reagents? I couldn't find much in my book or on the Internet. This page says something which I am unable to understand. Why are the $2$ electrons in the ...
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0answers
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Why does Pb(II) promote ligand substitution?

I have heard of an article where divalent lead $\ce{PbL2}$ ($\ce{L}$ is ligand) reacts with something (again not sure, as I dont know the article) and what it reacts with gains a ligand. In less ...
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1answer
42 views

Are these organo-metallic compounds?

My understanding says organo-metallic = organic + metallic compunds. One already known to me is Grignard Reagent ($\ce{RMgX}$). But would you consider $\ce{NaOMe}$ or $\ce{NaCCH}$ as an ...
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0answers
32 views

Make pure phthalocyanines from phthalocyanine dyes

We need a pure copper phthalocyanine for our experiments. Of course, we can buy it from Sigma Aldrich, but this means we'll have to wait a while. In local area we can buy only dyes which are about 98% ...
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1answer
63 views

What is the chemical composition of the grignard reagent?

What is the actual chemical composition of the grignard reagent and what is the method of preparation? Can it be prepared in college laboratories?
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2answers
49 views

Is it possible for this Iron-Carbon Compound to exist?

Can this compound be created? Where the orange is Iron and the black is Carbon.
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1answer
194 views

NO linear vs bent - valence electron

I'd like to count the total valence electron of following neutral complex in the ionic counting (=donor-pair): $\ce{Cl-}$ : 6e $\ce{CH3-}$: 2e $\ce{PPh3}$: 2e gives 10e from these three ligands ...
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1answer
450 views

dissociation rates: trans-effect rule in square planar complexes

In lecture we became an easy description of the trans-effect. A ligand $ \ L^t \ $ with a higher trans-effect as $ \ L \ $ ( cis to $ \ L^t \ $) leads to a faster dissociation of ligand $ \ L^d \ $ ...
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0answers
32 views

valence electron counts, d electron counts and oxidation states? [duplicate]

Calculate the oxidation states, the d-electron counts and the total valence electron counts for the metal atoms in the following complex $\ce{AuCl(PPh3)}$ My answer so far: Oxidation states ...
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3answers
108 views

Where to find common inorganic/organometallic molecules?

I'm working on a project to create a large open repository of quantum calculations, largely for teaching purposes. I can get thousands of common organic compounds easily from sources like PubChem or ...
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2answers
232 views

What's the purpose of a Grignard reagent initiation?

Preface: I've read this question about water preventing an initiation from occurring. I understand why it's important to slowly add the alkyl halide to the dry ether and magnesium for exotherm ...
6
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1answer
245 views

Inorganic chemistry reaction mechanisms

Are there well developed reaction mechanisms in inorganic chemistry like those in organic chemistry? If yes, please suggest an easy to follow reference.
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1answer
199 views

What is the difference between the reactivity of Lead subacetate and Lead II acetate undergoing a hydrothermal process?

I am attempting to adapt a hydrothermal method for synthesizing $\ce{PbS}$ nanocrystals to my school that contains a mixture of cationic and anionic surfactants sodium dodecyl sulfate (.05 mmol, SDS) ...
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1answer
78 views

“Ate” complexes

I understand that ate complexes can result from the addition of carbanions to neutral aluminum alkyls. I was wondering what the balanced equation for this reaction is/what the structure would be in ...
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1answer
177 views

Why are organolithium and organomagnesium compounds nucleophilic in nature?

My textbook doesn't say anything about this but does say that on addition of organolithium compounds to carbon dioxide, they give ketones and not carboxylic acids like grignard reagents. This has been ...
6
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1answer
205 views

Molecular Oxygen in Suzuki Homocoupling

I'm curious as to the role of molecular oxygen in Suzuki homocoupling reactions, as discussed here. In a standard Suzuki cross-coupling reaction, molecular oxygen is not required. However, this paper ...
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1answer
345 views

Predicting bond-strength of metal carbonyls

The metal carbonyls (and similar organometallic compounds) involve a combination of sigma bond, a pi bond and backbonding. The bond strengths under consideration are the metal-carbon bond and the ...
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1answer
63 views

Would trans hydride ligands on a metal complex be beneficial for a catalyst?

Would trans hydride ligands on a metal complex be beneficial for a catalyst? Such as alkene metathesis or hydrodefluorination
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1answer
133 views

Do eta-4 benzene ligands participate in Diels Alder or other cycloadditions?

While refreshing myself on denticity to answer another question, I started to read about hapticity, which is the coordination of a ligand through multiple continuous atoms. A famous case is ferrocene ...
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2answers
67 views

Reaction between n-butylithium and either an aromatic bromide or an alkylbromide

What exactly happens? Does the butylithium chain add to the carbon where the bromine is attached? or do the 2 undergo halogen metal exchange?
2
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1answer
84 views

Overlapping oxygens in crystal structure — what's going on?

This is a screenshot of a portion of a metal organic framework (MOF). These are two oxygens of two NMP solvent molecules. What I am wondering is why they are so close and overlapping like this. I ...
11
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3answers
2k views

Why do Organolithium or Grignard reagents act as nucleophiles and not as bases with aldehydes and ketones

I've read entire Chapter 14: Organometallic Compounds of Francis Carey's "Organic Chemistry" but I still didn't get an answer to my question. Quote from the book: Because of their basicity ...
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2answers
4k views

Why do Magnesium and Lithium form *covalent* organometallic compounds?

Lithium and magnesium are Group 1 and Group 2 elements respectively. Elements of these groups are highly ionic, and I've never heard of them forming significantly covalent inorganic compounds. Yet ...
16
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1answer
319 views

Why does benzene bend in this reaction?

From here I can see why hapticity changes here, but not why it is necessary for the benzene ring to bend. The resonance energy of benzene is pretty large, and there's no balancing increase in ...