Is BH3 THF a reducing agent?
Is BH3 THF a reducing agent?
See attached for why NaBH4 is better for esters, and why borane (BH3-THF or CB-H, which is catechol borane, also a boron-based reducing agent, http://en.wikipedia.org/wiki/Catecholborane) is better for acids.
What are Boranes used for?
The main use of boranes is for the hydroboration of alkenes, one of the most versatile and useful reactions in organic synthesis. Borane also reduces aldehydes, ketones, lactones, epoxides, acids, tertiary amides, and nitriles but does not reduce esters.
Which compounds are reduced by B2H6?
3.2 Reduction with BH3, DIBAL-H and Related Reagents. Diborane has been known to be an effective reagent for reductions of aldehydes and ketones to borate esters, which give alcohols on quenching.
Is borane a reducing agent?
Borane-Tetrahydrofuran Complex) Diborane (B2H6), the simplest borane, is a useful reagent with many applications, but it is pyrophoric, gaseous and not convenient to handle. There is a wide range of boranes: Decaborane for example is not as reactive as diborane and is used as reducing agent too.
How is borane used as a reducing agent?
Borane itself exists as a gaseous dimer and is a powerful reducing agent which possesses a complementary activity to other hydride reducing reagents. The commercially available THF and DMS complexes are commonly used to reduce a variety of carbon–oxygen multiple bonds to alcohols.
How are borane and alkylborane reagents used in science?
Borane and alkylborane reagents were introduced in Sections 7.3.1 and 7.6.1 as powerful and selective reducing agents. The Lewis acidity of borane (BH 3) led to interesting differences in reducing power when compared to LiAlH 4 and NaBH 4 derivatives.
Which is the most reactive form of borane?
There is a wide range of boranes: Decaborane for example is not as reactive as diborane and is used as reducing agent too. Borane-lewis base complexes are often found in literature. Borane-tetrahydrofuran (BTHF) and borane-dimethyl sulfide (BMS, DMSB) are often used as a borane source.
What is the Lewis acidity of borane?
The Lewis acidity of borane (BH 3) led to interesting differences in reducing power when compared to LiAlH 4 and NaBH 4 derivatives. In addition to reactions as a reducing agent with carbonyl compounds, borane reacts with other functional groups.
https://www.youtube.com/watch?v=3cQDqErJMl8