Questions tagged [organoboron-compounds]
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How to interpret molecular orbital (HOMO - LUMO) plots in Chem3D 22.0?
Recently, I have been trying to understand the origin of the difference in reactivity of alkynyl-boron(ate) complexes so I tried to generate a molecular orbital plot on Chem3D (Version 22.0.22 64bit) ...
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Is 1,2-dihydro-1,2-diborete aromatic?
What kind of aromaticity does 1,2-dihydro-1,2-diborete have?
I read somewhere that 1,2-dihydro-1,2-diborete is an aromatic compound, but I believe that in order to be aromatic, it should have a ...
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Is it possible to make a carbon icosahedron?
Cyclopentadienyl $\ce{C5H5^-}$ is a hydrocarbon anion with a 5 fold symmetry. The carbon atoms can be replaced with nitrogen, oxygen, sulfur, etc. to yield diverse aromatic 5-membered rings. For ...
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Does boric acid really rearrange phenols?
This reaction was on prepchem.com and I want to know whether it could work. Most of their reactions are well sourced but this is rather scant (and can't find the patent referenced).
It is possible ...
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In hydroboration oxidation reaction .. why do not we use sodium hydroxide alone as a nuclophile?
Why do not we use sodium hydroxide alone as a nuclophile instead of using hydrogen peroxide along with sodium hydroxide
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Hydroboration–oxidation reaction without THF
The first step of hydroboration–oxidation usually involves $\ce{BH3}$ accompanied by THF. Is it possible for hydroboration to occur without the presence of THF? Borane is incredibly reactive. Wouldn't ...
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Purpose of "1H" in naming of substituted heterocyclic compouns [duplicate]
I had a curious thought about the following molecule's name:
For such a simple molecule it seemed awfully complicated. From what I gathered, the "[c][1,2]oxaborinin-1-ol" stems from the ...
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Regioselectivity of hydroboration-oxidation of enol ethers
In the book Hydroboration and Organic Synthesis, on p. 99, it is written that:
hydroboration [of enol ethers] proceeds regioselectively, placing essentially all of the boron atoms at the β position
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Why does boron add to the less substituted carbon in the hydroboration of an alkene?
In the hydroboration of a typical alkene, the boron fragment ends up attached to the less substituted carbon:
What are the electronic or steric factors that lead to this regioselectivity?
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Hydroboration, steroselectivity and anti-markovnikov product [duplicate]
My first question has to do with the fact that Hydroboration produces an anti-markovnikov product, why?. I don't see how that happens. A wikipedia artical says that B has a partial positive charge ...
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I need to reduce the Nitrile group without affecting the boronic acid. How to do that?
I need to Reduce the Nitrile group (CN) in the (3-cyanophenyl)boronic acid in to a primary amine without disturbing the Boronic acid group.Using LAH can trigger reduction of Boronic group. what are my ...
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What is the mechanism for the reaction of alkenes with diborane and chloramine?
$$\ce{CH3-CH=CH2 ->[B2H6/THF][NH2Cl/H2O, Δ] Product (P)}$$
What is $\ce{Product (P)}?$
First of all, in this reaction I performed hydroboration to form an alkylborane. But I don't have any ideas ...
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What happens when an alkylborane is treated with acetic acid?
In the hydroboration reactions of alkenes I've seen so far, they were always followed by oxidation with $\ce{H2O2/NaOH}$ (to yield alcohols).
Today I found a peculiar reaction in which acetic acid-...
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Hydroboration/oxidation vs acid-catalyzed hydration of 1-phenylpropene
I am trying to predict the products of both the hydroboration/oxidation and acid-catalyzed hydration of 1-phenylpropene:
Both C1 and C2 of the double bond are secondary carbons. However, I have the ...
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Selectivity in Suzuki coupling of 2,4-dichloropyrimidine
I've seen many papers (see e.g. Synthesis 2010, 16, 2721–2724) in which the 4-chloro group of 2,4-dichloropyrimidine is selectively reacted under Suzuki coupling conditions. Is there any way where ...
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