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A series of enamines undergoes anti-Markovnikov hydroboration with Piers' borane HB(C6F5)2 to yield C2-bridged frustrated N/B Lewis pairs, featuring weak N⋯B interaction. Some examples show typical frustrated Lewis pair reactions with dihydrogen or with 1-alkynes. One such N/B FLP serves as an active catalyst for the hydrogenation of enamines. Many of the new compounds were characterized by X-ray diffraction.
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Schwendemann et al. (2011) studied this question.
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