Gb. Fisher et al., AMINOBOROHYDRIDES .4. THE SYNTHESIS AND CHARACTERIZATION OF LITHIUM AMINOBOROHYDRIDES - A NEW CLASS OF POWERFUL, SELECTIVE, AIR-STABLE REDUCING AGENTS, Journal of organic chemistry, 59(21), 1994, pp. 6378-6385
Lithium aminoborohydrides (LiABH(3)) are a new class of powerful yet s
elective reducing agents that reproduce, in air, virtually all of the
transformations for which lithium aluminum hydride is now used. LiABH(
3)'s can be readily prepared as solids or generated in situ, are nonpy
rophoric, and liberate hydrogen only slowly with protic solvents above
pH 4. LiABH(3)'s can be handled in dry air as easily as sodium borohy
dride and retain their chemical activity for at least 6 months when st
ored under nitrogen or dry air at 25 degrees C. LiABH(3)'s can be synt
hesized from any primary or secondary amine, thus allowing control of
the steric and electronic environment of these reagents.