Accelerated C-N Bond Formation in Dropcast Thin Films on Ambient Surfaces
Accelerated C-N Bond Formation in Dropcast Thin Films on Ambient Surfaces
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DOI：
10.1007/s13361-012-0394-y
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发表时间：
2012-09-01
影响因子：
3.2
通讯作者：
Cooks, R. Graham
中科院分区：
文献类型：
--
作者：
Badu-Tawiah, Abraham K.;Campbell, Dahlia I.;Cooks, R. Graham
氮杂-迈克尔加成和曼尼希缩合发生在沉积在周围表面上的薄膜中。使用微量移液管通过滴注将用于两种C-N键形成反应的试剂转移到表面上。表面反应被认为是更有效的比相应的本体溶液相反应在相同的规模在相同的乙腈溶剂中进行。薄膜中产物形成速率的增加归因于开放空气中的溶剂蒸发，这导致试剂浓缩并产生类似于解吸电喷雾电离中蒸发液滴中所见的速率加速。这种薄膜程序具有在小规模上快速合成反应产物的潜力，以及允许分析物的快速衍生化以产生容易通过电喷雾电离而电离的形式。通过使用解吸电喷雾电离的衍生样品直接从反应表面的分析也被证明。
The aza-Michael addition and the Mannich condensation occur in thin films deposited on ambient surfaces. The reagents for both C-N bond formation reactions were transferred onto the surface by drop-casting using a micropipette. The surface reactions were found to be much more efficient than the corresponding bulk solution-phase reactions performed on the same scale in the same acetonitrile solvent. The increase in rate of product formation in the thin film is attributed to solvent evaporation in the open air which results in reagent concentration and produces rate acceleration similar to that seen in evaporating droplets in desorption electrospray ionization. This thin film procedure has potential for the rapid synthesis of reaction products on a small scale, as well as allowing rapid derivatization of analytes to produce forms that are easily ionized by electrospray ionization. Analysis of the derivatized sample directly from the reaction surface through the use of desorption electrospray ionization is also demonstrated.