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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 ...
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0answers
22 views

Dioxane Schlenk Equilibrium

Adding dioxane shifts the equilibrium as follows : $\ce{R2Mg + MgX2 <=> R2Mg + MgX2(dioxane)2 (s)} $ The dioxane adduct is insoluble and hence precipitates out. Fine. But why can't the ...
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1answer
75 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
36 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
71 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 ...
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1answer
88 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
110 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
48 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
8
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1answer
105 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
58 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?
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1answer
65 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 ...
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3answers
1k 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
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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 ...
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1answer
220 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 ...