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In water Markovnikov hydration and one‐pot reductive hydroamination of terminal alkynes under Ruthenium nanoparticle catalysis
European Journal of Inorganic Chemistry ( IF 2.3 ) Pub Date : 2020-01-03 , DOI: 10.1002/ejic.201901235
Caterina Risi 1 , Elena Cini 1 , Elena Petricci 1 , Simone Saponaro 1 , Maurizio Taddei 1, 2
Affiliation  

In the presence of Shvo's catalyst [2,3,4,5‐tetraphenyl‐1,3‐cyclopentadien‐1‐ol, ruthenium(II) complex], a small quantity of aniline and TGPS‐750‐M surfactant, terminal alkynes were hydrated under microwave (MW) dielectric heating in water as solvent with high conversion and good yield. The reaction gives the Markovnikov product exclusively, unlike that commonly observed with ruthenium complexes. Under the influence of MWs, Ru nanoparticles embedded in the nanomicelle environment were formed, acting as the effective hydration catalyst. Introducing sodium formate in the aqueous phase and using a stoichiometric amount of amines, the Ru nanoparticle nanomicelle catalyst gave the first example of one‐pot single‐step hydroamination of alkynes with the formation of the corresponding secondary amines. The reaction is characterized by low environmental impact as TGPS‐750‐M is required in low amount, and organic solvents employed only for product separation or catalyst recycling.

中文翻译:

钌纳米粒子催化下的水中马尔可夫尼科夫水合和末端炔的一锅还原加氢胺化

在Shvo催化剂[2,3,4,5-四苯基-1,3-环戊二烯-1-醇,钌(II)配合物]存在下,少量苯胺和TGPS-750-M表面活性剂,末端炔烃在微波(MW)电介质加热下以水为溶剂水合,转化率高,收率高。与钌络合物通常观察到的反应不同,该反应仅产生马尔可夫尼科夫产物。在MWs的影响下,形成了嵌入纳米胶束环境的Ru纳米颗粒,作为有效的水合催化剂。在水相中引入甲酸钠并使用化学计量的胺,Ru纳米颗粒纳米胶束催化剂是炔烃单步单步加氢胺化并形成相应仲胺的第一个实例。
更新日期:2020-01-04
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