- #1
fangrz
- 38
- 0
Organic Chemistry question! Is 9-BBN too sterically hindered to even react with internal alkynes or alkenes? (to do hydroboration)
9-BBN (9-Borabicyclo[3.3.1]nonane) is a chemical compound that is commonly used as a reducing agent in organic chemistry reactions.
9-BBN works by forming a complex with the alkene or alkyne functional group, which then allows for a hydride ion to be transferred to the substrate, resulting in reduction.
This is because the steric hindrance of the internal alkyne or alkene prevents the formation of a stable complex with 9-BBN, making it difficult for the hydride ion to reach the substrate and carry out reduction.
Yes, there are other reducing agents such as DIBAL-H (diisobutylaluminum hydride) and LiAlH4 (lithium aluminum hydride) that can be used on internal alkynes and alkenes to achieve reduction.
Yes, 9-BBN can also be used on other functional groups such as ketones, esters, and nitriles to achieve reduction. However, it may require different reaction conditions and may not be as effective as other reducing agents for these functional groups.