Catalytic Chemoselective and Stereoselective Semihydrogenation of Alkynes to E-Alkenes Using the Combination of Pd Catalyst and ZnI2

Maazaoui Radhouan; Abderrahim Raoudha; Chemla Fabrice; Ferreira Franck; Perez-Luna Alejandro; Jackowski Olivier

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Catalytic Chemoselective and Stereoselective Semihydrogenation of Alkynes to E-Alkenes Using the Combination of Pd Catalyst and ZnI2

机译：使用Pd催化剂和ZnI2的组合催化炔烃对E-烯烃的催化性化学和立体选择性半吡化糖

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An efficient E-selective semihydrogenation of internal alkynes was developed under low dihydrogen pressure and low reaction temperature from commercially available reagents: Cl2Pd(PPh3)(2), Zn-0, and ZnI2. Kinetic studies and control experiments underline the significant role of ZnI2 in this process under H-2 atmosphere, establishing that the transformation involves syn-hydrogenation followed by isomerization. This simple and easy-to-handle system provides a route to E-alkenes under mild conditions.

机译：在低二氢压力和低反应温度下，从市售试剂的低反应温度开发了内部炔烃的有效e-选择性半过滤器：Cl 2 Pd（PPH3）（2），Zn-0和ZnI2。动力学研究和对照实验强调ZnI2在H-2气氛下ZnI2的显着作用，建立转化涉及同步氢化，然后异构化。这种简单易于处理的系统在温和条件下提供了在E-alkenes的途径。

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《Organic letters》 |2018年第23期|共6页
作者
Maazaoui Radhouan; Abderrahim Raoudha; Chemla Fabrice; Ferreira Franck; Perez-Luna Alejandro; Jackowski Olivier;
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作者单位

Sorbonne Univ CNRS IPCM F-75252 Paris 05 France;

Univ Carthage Fac Sci Bizerte Lab Synth Heterocycl Jarzouna 7021 Bizerte Tunisia;

Sorbonne Univ CNRS IPCM F-75252 Paris 05 France;

Sorbonne Univ CNRS IPCM F-75252 Paris 05 France;

Sorbonne Univ CNRS IPCM F-75252 Paris 05 France;

Sorbonne Univ CNRS IPCM F-75252 Paris 05 France;

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正文语种 eng
中图分类有机化学;
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1. Catalytic Chemoselective and Stereoselective Semihydrogenation of Alkynes to E-Alkenes Using the Combination of Pd Catalyst and ZnI2 [J] . Maazaoui Radhouan, Abderrahim Raoudha, Chemla Fabrice, Organic letters . 2018,第23期

机译：使用Pd催化剂和ZnI2的组合催化炔烃对E-烯烃的催化性化学和立体选择性半吡化糖
2. Advances in chemoselective and/or stereoselective semihydrogenation of alkynes [J] . Swamy K. C. Kumara, Reddy Alla Siva, Sandeep K., Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2018,第5期

机译：alkynes的化学选择性和/或立体选择性半氢化的进展
3. Catalytic Stereoselective Semihydrogenatioe of Alkynes to E-Alkenes [J] . Iacovos N. Michaelides, Darren J. Dixon Angewandte Chemie . 2013,第3期

机译：炔烃催化立体选择性半氢化为电子烯烃
4. Palladium Catalysts Based on Mesoporous Organic Materials in Semihydrogenation of Alkynes [C] . Maksim P. Boronoev, Anna V. Zolotukhina, Victoria I. Ignatyeva International Symposium on Macromolecular Complexes . 2016

机译：基于艾基溶解的钯有机材料的钯催化剂
5. I. Stereochemistry of cyclopropane formation involving group (IV) organometallic complexes. II. Slower stoichiometric and faster catalytic reduction of aldehydes by the PPh(3) substituted hydroxycyclopentadienyl ruthenium hydride [2,5-Ph(2)-3,4-Tol(2)(eta(5)-C(4)COH)]Ru(CO)(PPh(3))H: A highly chemoselective catalyst for hydrogenation of aldehydes over ketones. [D] . Strotman, Neil Adham. 2005

机译：I.涉及（IV）族有机金属配合物的环丙烷形成的立体化学。二。由PPh（3）取代的羟基环戊二烯基氢化钌[2,5-Ph（2）-3,4-Tol（2）（eta（5）-C（4）COH）] Ru的化学计量较慢和较快的醛催化还原（CO）（PPh（3））H：一种高度化学选择性的催化剂，用于醛在酮上的氢化。
6. Pairwise hydrogen addition in the selective semihydrogenation of alkynes on silica-supported Cu catalysts [O] . Oleg G. Salnikov, Hsueh-Ju Liu, Alexey Fedorov, 2017

机译：在二氧化硅负载的铜催化剂上炔烃的选择性半氢化中成对加氢
7. Stereoselective alkyne semihydrogenations with an air-stable copper(I) catalyst [O] . Thiel Niklas O., Teichert Johannes F. 2016

机译：空气稳定的铜（I）催化剂的立体选择性炔烃半氢化反应

Catalytic Chemoselective and Stereoselective Semihydrogenation of Alkynes to E-Alkenes Using the Combination of Pd Catalyst and ZnI2

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