Flip out! Bulky substituents induce a high barrier to interconversion of the helically chiral enantiomers of the title triarylborane (see picture) and thus allow the separation of the enantiomers by chiral chromatography. The electronic properties of the central boron atom play a significant role in the flipping dynamics of the propeller structure, and racemization can be greatly accelerated by UV-light irradiation.
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Itô et al. (2011) studied this question.
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