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Questions tagged [organoboron-compounds]

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5 questions with no upvoted or accepted answers
4 votes
0 answers
282 views

Rationalise the Relative Reactivity of Borane and DIBAL as Reductants

In Clayden's Organic Chemistry (Second Edition) it is written that borane is useful in chemoselectively reducing the most nucleophilic carbonyl to its corresponding alcohol. It is later said that ...
Jacob's user avatar
  • 884
3 votes
0 answers
57 views

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 ...
Kasun Wekasinghe's user avatar
2 votes
0 answers
80 views

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 ...
Tan Yong Boon's user avatar
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
1 vote
0 answers
64 views
+50

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) ...
Swastik's user avatar
  • 1,232