Publication: Thermal Dealkylation of Tri-n-octylborane: Effect of Lewis Bases on Extent and Regioselectivity
Date
2009-03-18
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Publisher
American Chemical Society
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Abstract
The dealkylation of tri-n-octylborane in the absence of bulk solvent was investigated in the temperature range 50−200 °C. Results indicate a linear increase in liberation of olefin from the trialkylborane in this temperature range, though the extent of dealkylation is not significant. Investigation of the regioselectivity of the dealkylation reaction shows no thermal-induced back-isomerization on the addition of 10 mol % of Lewis base, though the addition of dimethylformamide, dimethyl sulfoxide, hexamethylphosphoric triamide, and trimethyl phosphate results in back-isomerization of the alkyl chain.