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Sodium triethylborohydride

Sodium triethylborohydride is an organoboron compound with the formula NaBH(C2H5)3. It is a colorless, pyrophoric solid that is commercially available in toluene solution, unlike the related LiBH(C2H5)3 which is typically sold as a THF solution.[1] It is commonly used for the reductive activation of homogeneous catalysts, converting metal halides to hydrides. Sodium triethylborohydride has been prepared by treating a hot toluene slurry of sodium hydride with triethylborane.[2] The trimethylborohydride analogue, which is assumed to be structurally similar to the triethylborohydride, adopts a tetrameric structure in toluene solution.[3] NaBHEt3 forms a dimeric adduct with tmeda.[4]

References

  1. ^ "Callery Borane Products | Callery.com | Callery". Callery. 2017-03-05. Retrieved 2017-03-05.
  2. ^ Binger, P.; Köster, R., "Sodium triethylhydroborate, sodium tetraethylborate, and sodium triethyl-1-propynylborate", Inorg. Synth. 1974, 15, 136-141. doi:10.1002/9780470132463.ch31
  3. ^ Bell, N. A.; Coates, G. E.; Heslop, J. A., "Sodium hydridotrimethylboronate and its ether solvate. Study of hydridotrialkylboronates as reagents for the preparation of beryllium hydrides", J. Organomet. Chem. 1987, volume 329, 287-291. doi:10.1016/0022-328X(87)80062-1
  4. ^ Haywood, Joanna; Wheatley, Andrew E. H. (2009). "Metal-Hydride Bonding in Higher Alkali Metal Boron Monohydrides". European Journal of Inorganic Chemistry. 2009 (33): 5010–5016. doi:10.1002/ejic.200900756.