Department of Chemistry, Purdue University, West Lafayette, IN, 47907, USA.
Angew Chem Int Ed Engl. 2017 Aug 1;56(32):9386-9390. doi: 10.1002/anie.201704520. Epub 2017 Jul 5.
Thin film formats are used to study the Claisen-Schmidt base-catalyzed condensation of 6-hydroxy-1-indanone with substituted benzaldehydes and to compare the reaction acceleration relative to the bulk. Relative acceleration factors initially exceeded 10 and were on the order of 10 at steady state, although the confined volume reaction was not electrostatically driven. Substituent effects were muted compared to those in the corresponding bulk and microdroplet reactions and it is concluded that the rate-limiting step at steady state is reagent transport to the interface. Conditions were found that allowed product deposition from the thin film to occur continuously as the reaction mixture was added and as the solvent evaporated. Yields of 74 % and production rates of 98 mg h were reached in a very simple experimental system that could be multiplexed to greater scales.
薄膜格式用于研究 Claisen-Schmidt 碱催化的 6-羟基-1-茚酮与取代苯甲醛的缩合反应,并比较相对与本体的反应加速。相对加速因子最初超过 10,在稳态时约为 10,尽管受限体积反应不是静电驱动的。与相应的本体和微滴反应相比,取代基效应被减弱,因此可以得出结论,在稳态下,速率限制步骤是试剂向界面的传输。发现了一些条件,允许在反应混合物添加和溶剂蒸发的同时,从薄膜中连续地进行产物沉积。在一个非常简单的实验系统中,达到了 74%的产率和 98mg·h 的生产速率,该系统可以进行多路复用以达到更大的规模。