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Abstract The recognition of boron compounds is well developed as boronic acids but untapped as organotrifluoroborate anions (R−BF3−). We are exploring the development of these and other designer anions as anion‐recognition motifs by considering them as substituted versions of the parent inorganic ion. To this end, we demonstrate strong and reliable binding of organic trifluoroborates, R−BF3−, by cyanostar macrocycles that are size‐complementary to the inorganic BF4−progenitors. We find that recognition is modulated by the substituent's sterics and that the affinities are retained using the common K+salts of R−BF3−anions.
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Abstract A new strategy for the synthesis of highly versatile cyclobutylboronates via the photosensitized [2+2]‐cycloaddition of alkenylboronates and alkenes is presented. The process is mechanistically different from other processes in that energy transfer occurs with the alkenylboronate as opposed to the other alkene. This strategy allows for the synthesis of an array of diverse cyclobutylboronates. The conversion of these adducts to other compounds as well as their utility in the synthesis of melicodenine C is demonstrated.more » « less
