Ammonia borane, Borane ammonia complex
This white solid can be used as an air-stable alternative to diborane. See also: trimethylamine borane
Recent Literature
A catalytic amount of titanium tetrachloride immensely accelerates the
hydroboration-hydrolysis (reduction) of ketones with ammonia borane in diethyl
ether at room temperature. The product alcohols are produced in very good yields
within 30 min, even with ketones which typically requires 24 h or longer under
uncatalyzed conditions.
P. V. Ramachandran, A. A. Alawaed, H. J. Hamann, J. Org. Chem., 2022, 87,
13259-13269.
Trimethyl borate promotes a solvent-free reductive amination of aldehydes and
ketones with aliphatic and aromatic amines in very good yields in the presence
of ammonia borane as reductant.
P. V. Ramachandran, S. Choudhary, A. Singh, J. Org. Chem., 2021, 86,
4274-4280.
A cobalt-catalyzed stereodivergent transfer hydrogenation of alkynes provides
either Z- or E-alkenes based on a rational catalyst design.
Substrates bearing a wide range of functional groups can be hydrogenated in good
yields using catalyst loadings as low as 0.2 mol %.
S. Fu, N.-Y. Chen, X. Liu, Z. Shao, S.-P. Luo, Q. Liu, J. Am. Chem. Soc., 2016,
138, 8588-8594.
A cobalt-catalyzed stereodivergent transfer hydrogenation of alkynes provides
either Z- or E-alkenes based on a rational catalyst design.
Substrates bearing a wide range of functional groups can be hydrogenated in good
yields using catalyst loadings as low as 0.2 mol %.
S. Fu, N.-Y. Chen, X. Liu, Z. Shao, S.-P. Luo, Q. Liu, J. Am. Chem. Soc., 2016,
138, 8588-8594.
A borane catalyzed metal-free transfer hydrogenation of pyridines furnishes
various piperidines in good yields with good cis-selectivities in the
presence of ammonia borane as a hydrogen source. The ease in handling without
requiring high pressure H2 makes this transfer hydrogenation
practical and useful.
Q. Zhou, L. Zhang, W. Meng, X. Feng, J. Yang, H. Du, Org. Lett.,
2016, 18, 5189-5191.
