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Questions tagged [organoboron-compounds]

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10 votes
2 answers
6k views

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 ...
Piyush Kumar's user avatar
17 votes
1 answer
4k views

Why is 1H-borepine aromatic?

For a compound to be aromatic, each atom in the ring must be a part of conjugation. Boron here has no lone pair, so how can 1⁠H-borepine be aromatic as I was told by someone?
Arishta's user avatar
  • 4,197
2 votes
0 answers
641 views

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 ...
linezolid's user avatar
2 votes
1 answer
4k views

What is the stereochemistry resulting from hydroboration of 1-methylcyclopentene?

What is the major product of the following reaction sequence? I'm supposed to work out the structures of both 2 and 3, but I already know 2 to be 1-methylcyclopentene (as the most substituted ...
john clastings's user avatar
7 votes
2 answers
3k views

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 ...
Musicpulpite's user avatar

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