Bonaterra Mariana, Martín Sandra E, Rossi Roberto A
INFIQC, Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Córdoba, 5000, Argentina.
Org Lett. 2003 Jul 24;5(15):2731-4. doi: 10.1021/ol0349357.
[reaction: see text] The reaction of Ph(3)As and Ph(3)Sb with Na metal in liquid ammonia gives Ph(2)M(-) ions (M = As, Sb) that react with n-Bu(3)SnCl to afford n-Bu(3)Sn-MPh(2) (1). The ammonia was allowed to evaporate, and toluene was added. The Pd-catalyzed cross-coupling reactions of these stannanes with aryl iodides afford functionalized triaryl-arsanes and triaryl-stibanes in high yields in a one-pot procedure (80-99%). The use of the commercially available, air-stable, and inexpensive Ph(3)M as the initial reagent and the one-pot process make this method a useful approach. This is the first report on the synthesis of 1 and the exploration of its chemistry.
[反应：见正文] 三苯基砷（Ph(3)As）和三苯基锑（Ph(3)Sb）与金属钠在液氨中反应生成Ph(2)M⁻离子（M = As，Sb），该离子与正丁基三苯基锡（n-Bu(3)SnCl）反应得到正丁基三苯基锡-二苯基M（1）。使氨蒸发，然后加入甲苯。这些锡烷与芳基碘化物的钯催化交叉偶联反应在一锅法中以高产率（80 - 99%）得到官能化的三芳基砷烷和三芳基锑烷。使用市售的、空气稳定且廉价的Ph(3)M作为起始试剂以及一锅法使得该方法成为一种有用的方法。这是关于1的合成及其化学性质探索的首次报道。
