|
|||||
|
|
From Minutes to Years: Predicting Organotrifluoroborate Solvolysis Rates |
|
| Authors: | Dr Zhibo Liu Daniel Chao Dr Ying Li Prof?Dr Richard Ting Jihyoon Oh Prof?Dr David M Perrin |
| Institution: | Chemistry Department, 2036 Main Mall, University of British Columbia, Vancouver, BC, V6T 1Z1 (Canada) |
| 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 (R2=0.984). This unforeseen correlation may be of predictive value for several applications including Suzuki–Miyaura cross‐coupling reactions and the design of 18F‐organotrifluoroborate radioprosthetic groups. |
| Keywords: | organotrifluoroborates positron emission tomography solvolysis Suzuki– Miyaura cross coupling |