Title | From minutes to years: predicting organotrifluoroborate solvolysis rates} |
Publication Type | Journal Article |
Year of Publication | 2015 |
Authors | Liu, Z, Chao, D, Li, Y, Ting, R, Oh, J, Perrin, DM |
Journal | Chemistry |
Volume | 21 |
Pagination | 3924–3928 |
Date Published | Mar |
Abstract | Organotrifluoroborates solvolyze in water at rates that vary over five orders of magnitude. The negative logarithm of the solvolytic rate constant, pk(B-F), correlates exceptionally well with the pKa of the analogous carboxylic acid (R(2) = 0.984). This unforeseen correlation may be of predictive value for several applications including Suzuki-Miyaura cross-coupling reactions and the design of (18)F-organotrifluoroborate radioprosthetic groups. |
